Naturally occurring furanoditerpenoids: distribution, chemistry and their pharmacological activities

Afiyatullov SS, Kalinovsky AI, Antonov AS et al (2007) Isolation and structures of erylosides from the Carribean sponge Erylus goffrilleri. J Nat Prod 70:1871–1877 Agbo E, Bashir S, Igoli N et al (2015) Caesaldekarin M, A new diterpene from Caesalpinia bonduc. J Nat Prod Res Updat 1:1–6 Akaberi M, Mehri S, Iranshahi M (2015) Multiple pro-apoptotic targets of abietane diterpenoids from Salvia species. Fitoterapia 100:118–132 Akimanya A, Midiwo JO, Matasyoh J et al (2015) Two polymethoxylated flavonoids with antioxidant activities and a rearranged clerodane diterpenoid from the leaf exudates of Microglossa pyrifolia. Phytochem Lett 11:183–187 Al-Yahya MA, El-Feraly FS, Dunbar DC et al (2002) Neo-clerodane diterpenoids from Teucrium oliverianum and structure revision of teucrolin E. Phytochemistry 59:409–414 Awale S, Linn TZ, Tezuka Y et al (2006) Constituents of Caesalpinia crista from Indonesia. Chem Pharm Bull 54:213–218 Bandurraga MM, Fenical W, Donovan SF et al (1982) Pseudopterolide, an irregular diterpenoid with unusual cytotoxic properties from the Caribbean Sea whip Pseudopterogorgia acerosa (Pallas) (Gorgonacea). J Am Chem Soc 104:6463–6465 Banskota AH, Attamimi F, Usia T et al (2003) Novel norcassane-type diterpene from the seed kernels of Caesalpinia crista. Tetrahedron Lett 44:6879–6882 Bautista E, Maldonado E, Ortega A (2012) Neo-clerodane diterpenes from Salvia herbacea. J Nat Prod 75:951–958 Bautista E, Toscano A, Calzada F et al (2013a) Hydroxyclerodanes from Salvia shannoni. J Nat Prod 76:1970–1975 Bautista E, Toscano RA, Ortega A (2013b) Microphyllandiolide, a new diterpene with an unprecedented skeleton from Salvia microphylla. Org Lett 15:3210–3213 Bautista E, Toscano RA, Ortega A (2014) 5,10-seco-neo-Clerodanes and neo-clerodanes from Salvia microphylla. J Nat Prod 77:1088–1092 Bedir E, Tasdemir D, Çalis I et al (1999) Neo-clerodane diterpenoids from Teucrium polium. Phytochemistry 51:921–925 Bedir E, Manyam R, Khan IA (2003) Neo-clerodane diterpenoids and phenylethanoid glycosides from Teucrium chamaedrys L. Phytochemistry 63:977–983 Bisio A, Fontana N, Romussi G et al (1999) Clerodane diterpenoids from Salvia blepharophylla. Phytochemistry 52:1535–1540 Bruno M, Fazio C, Piozzi F et al (1995) Neo-clerodane diterpenoids from Teucrium racemosum. Phytochemistry 40:505–507 Bruno M, Buscemi S, Rosselli S et al (2006) Photochemical reactivity of 6α-hydroxy-7-keto neoclerodane diterpenoids. J Photochem Photobiol A Chem 180:54–58 Carroll AR, Lamb J, Moni R et al (2008) Spongian diterpenes with thyrotropin releasing hormone receptor 2 binding affinity from Spongia sp. J Nat Prod 71:884–886 Chaturvedula VP, Gao Z, Thomas SH et al (2004) New norditerpenoids and a diterpenoid from a sponge that inhibit the lyase activity of DNA polymerase β. Tetrahedron 60:9991–9995 Cheenpracha S, Srisuwan R, Karalai C et al (2005) New diterpenoids from stems and roots of Caesalpinia crista. Tetrahedron 61:8656–8662 Cheng YY, Li SF, Zhang Y et al (2012) Cleidbrevoids A-C, new clerodane diterpenoids from Cleidion brevipetiolatum. Fitoterapia 83:1100–1104 Choudhary MI, Ismail M, Shaari K et al (2010) cis-Clerodane-yype furanoditerpenoids from Tinospora crispa. J Nat Prod 73:541–547 Choudhary MI, Mohammad MY, Musharraf SG et al (2013) Biotransformation of clerodane diterpenoids by Rhizopus stolonifer and antibacterial activity of resulting metabolites. Phytochemistry 90:56–61 Citoglu G, Tanker M, Sever B et al (1998) Antibacterial activities of diterpenoids isolated from Ballota saxatilis subsp. saxatilis. Planta Med 64:484–485 Das B, Ravinder Reddy M, Ramu R et al (2005) Clerodane diterpenoids from Pulicaria wightiana. Phytochemistry 66:633–638 Das B, Srinivas Y, Sudhakar C et al (2010) New diterpenoids from Caesalpinia species and their cytotoxic activity. Bioorg Med Chem Lett 20:2847–2850 Dickson RA, Houghton PJ, Hylands PJ (2007) Antibacterial and antioxidant cassane diterpenoids from Caesalpinia benthamiana. Phytochemistry 68:1436–1441 Dong L, Zhang XP, Liu MS et al (2013) Two new ent-3,4-seco-labdane diterpenoids from Callicarpa nudiflora. J Asian Nat Prod Res 15:30–34 Dong R, Yuan J, Wu S et al (2015) Anti-inflammation furanoditerpenoids from Caesalpinia minax Hance. Phytochemistry 117:325–331 Eguren L, Perales A, Fayos J et al (1982) New neoclerodane diterpenoid containing an oxetane ring isolated from Teucrium chamaedrys-X-ray structure determination. J Org Chem 47:4157–4160 Endale A, Bisrat D, Animut A et al (2013) In vivo antimalarial activity of a labdane diterpenoid from the leaves of Otostegia integrifolia Benth. Phytother Res 27:1805–1809 Esquivel B, Cardenas J, Toscano A et al (1985) Structure of salvigenolide, a novel diterpenoid with a rearranged neo-clerodane skeleton from Salvia fulgens. Tetrahedron 41:3213–3217 Fan TP, Min ZD, Iinuma M et al (2000) Rearranged abietane diterpenoids from Clerodendrum mandarinorum. J Asian Nat Prod Res 2:237–243 Farooq U, Khan A, Ahmad VU et al (2007) Two new rare-class tetracyclic diterpenoids from Otostegia limbata. Chem Pharm Bull 55:471–473 Feld H, Hertewich UM, Zapp J et al (2005) Sacculatane diterpenoids from axenic cultures of the liverwort Fossombronia wondraczekii. Phytochemistry 66:1094–1099 Fontana G, Savona G, Rodríguez B et al (2008) Synthetic studies of neoclerodane diterpenoids from Salvia splendens and evaluation of opioid receptor affinity. Tetrahedron 64:10041–10048 Frija LM, Frade RF, Afonso CA (2011) Isolation, chemical, and biotransformation routes of labdane-type diterpenes. Chem Rev 111:4418–4452 Fukuma Y, Sakai E, Nishishita K et al (2015) Cafestol has a weaker inhibitory effect on osteoclastogenesis than kahweol and promotes osteoblast differentiation. BioFactors 41:222–231 Fumimoto R, Sakai E, Yamaguchi Y et al (2012) The coffee diterpene kahweol prevents osteoclastogenesis via impairment of NFATc1 expression and blocking of Erk phosphorylation. J Pharmacol Sci 118:479–486 Galceran CB, Sertie JA, Lima CS et al (2011) Anti-inflammatory and analgesic effects of 6alpha,7beta-dihydroxy-vouacapan-17beta-oic acid isolated from Pterodon emarginatus Vog. fruits. Inflammopharmacol 19:139–143 Giang PM, Son PT, Matsunami K et al (2005) New labdane-type diterpenoids from Leonurus heterophyllus SW. Chem Pharm Bull 53:938–941 Gómez-Hurtado MA, Álvarez-Esquivel FE, Rodríguez-García G et al (2013) Cassane diterpenes from Caesalpinia platyloba. Phytochemistry 96:397–403 Gonzalez MA (2015) Aromatic abietane diterpenoids: their biological activity and synthesis. Nat Prod Rep 32:684–704 Gray CA, Rivett DE, Davies-Coleman MT (2003) The absolute stereochemistry of a diterpene from Ballota aucheri. Phytochemistry 63:409–413 Gross H, Wright AD, Reinscheid U et al (2009) Three new spongian diterpenes from the Fijian marine sponge Spongia sp. Nat Prod Commun 4:315–322 Gu HS, Ma SG, Li YH et al (2014) Claoxylones A-I, prenylbisabolane diterpenoids with anti-Coxsackie B virus activity from the branches and leaves of Claoxylon polot. Tetrahedron 70:7476–7483 Guo DX, Zhu RX, Wang XN et al (2010) Scaparvin A, a novel caged cis-clerodane with an unprecedented C-6/C-11 bond, and related diterpenoids from the liverwort Scapania parva. Org Lett 12:4404–4407 Guo DX, Wang XN, Zhu RX et al (2012) cis-Clerodane diterpenoids from the Chinese liverwort Scapania parva Steph. Phytochem Lett 5:535–540 Hanson JR (2013) Diterpenoids of terrestrial origin. Nat Prod Rep 30:1346–1356 Hanson JR (2015) Diterpenoids of terrestrial origin. Nat Prod Rep 32:1654–1663 Hersel U, Steck M, Seifert K (2000) A new route to 2, 7-and 7-functionalized labdanes. Eur J Org Chem 2000:1609–1615 Hikawczuk VEJ, Rossomando PC, Giordano OS et al (2002) neo-Clerodane diterpenoids from Baccharis flabellata. Phytochemistry 61:389–394 Hiruma-Lima CA, Gracioso JS, Toma W et al (2001) Gastroprotective effect of aparisthman, a diterpene isolated from Aparisthmium cordatum, on experimental gastric ulcer models in rats and mice. Phytomedicine 8:94–100 Hoberg E, Orjala J, Meier B et al (1999) Diterpenoids from the fruits of Vitex agnus-castus. Phytochemistry 52:1555–1558 Hu DP, Kawazoe K, Takaishi Y (1997) Diterpenoids from Salvia splendens. Phytochemistry 46:781–784 Huang C, Li W, Ma F et al (2012) Tinospinosides D, E, and tinospin E, further clerodane diterpenoids from Tinospora sagittata. Chem Pharm Bull 60:1324–1328 Jenett-Siems K, Köhler I, Kraft C et al (2003) Cornutins C-L, neo-clerodane-type diterpenoids from Cornutia grandifolia var. intermedia. Phytochemistry 64:797–804 Jiang HL, Wang XZ, Xiao J et al (2013) New abietane diterpenoids from the roots of Salvia przewalskii. Tetrahedron 69:6687–6692 Jogia MK, Andersen RJ, Parkanyi L et al (1989) Crotofolane diterpenoids from the African shrub Croton dichogamus Pax. J Org Chem 54:1654–1657 Kaplan ER, Naidu K, Rivett DE (1979) Diterpenoids of Leonofis species. Part III. 8b-hydroxymarrubiin from L. dysophylla Benth. J Chem Soc (C) 1656–1658 Karioti A, Heilmann J, Skaltsa H (2005) Labdane diterpenes from Marrubium velutinum and Marrubium cylleneum. Phytochemistry 66:1060–1066 Katayama K, Shimazaki K, Tazaki H et al (2007) Parvitexins A-E, clerodane-type diterpenes isolated from the in vitro-cultured liverwort, Scapania parvitexta. Biosci Biotechnol Biochem 71:2751–2758 Kawahara N, Tamura T, Inoue M et al (2004) Diterpenoid glucosides from Salvia greggii. Phytochemistry 65:2577–2581 Kihampa C, Nkunya MH, Joseph CC et al (2009) Anti-mosquito and antimicrobial nor-halimanoids, isocoumarins and an anilinoid from Tessmannia densiflora. Phytochemistry 70:1233–1238 Kitagawa I, Simanjuntak P, Watano T et al (1994) Indonesian medicinal plants 11. Chemical structures of caesaldekarin A and caesaldekarin B, 2 new cassane-type furanoditerpenes from the roots of Caesalpinia major (Fabaceae). Chem Pharm Bull 42:1798–1802 Kittakoop P, Wanasith S, Watts P et al (2001) Potent antiviral potamogetonyde and potamogetonol, new furanoid labdane diterpenes from Potamogeton malaianus. J Nat Prod 64:385–388 Kumar S, Narwal S, Kumar V et al (2011) Alpha-glucosidase inhibitors from plants: a natural approach to treat diabetes. Pharmacogn Rev 5:19–29 Lam SH, Ruan CT, Hsieh PH et al (2012) Hypoglycemic diterpenoids from Tinospora crispa. J Nat Prod 75:153–159 Li W, Wei K, Fu HW et al (2007) Structure and absolute configuration of clerodane diterpene glycosides and a rearranged cadinane sesquiterpene glycoside from the stems of Tinospora sinensis. J Nat Prod 70:1971–1976 Li W, Huang C, Li SP et al (2012) Clerodane diterpenoids from Tinospora sagittata (Oliv.) Gagnep. Planta Med 78:82–85 Li RJ, Sun Y, Sun B et al (2014) Phytotoxic cis-clerodane diterpenoids from the Chinese liverwort Scapania stephanii. Phytochemistry 105:85–91 Lin FW, Damu AG, Wu TS (2006) Abietane diterpene alkaloids from Salvia yunnanensis. J Nat Prod 69:93–96 Liu SS, Zhu HL, Zhang SW et al (2008) Abietane diterpenoids from Clerodendrum bungei. J Nat Prod 71:755–759 Liu CP, Xu JB, Zhao JX et al (2014a) Diterpenoids from Croton laui and their cytotoxic and antimicrobial activities. J Nat Prod 77:1013–1020 Liu Q, Hu HJ, Li PF et al (2014b) Diterpenoids and phenylethanoid glycosides from the roots of Clerodendrum bungei and their inhibitory effects against angiotensin converting enzyme and α-glucosidase. Phytochemistry 103:196–202 Look SA, Burch MT, Fenical W et al (1985) Kallolide A, a new antiinflammatory diterpenoid, and related lactones from the Caribbean octocoral Pseudopterogorgia kallos (Bielschowsky). J Org Chem 50:5741–5746 Lyder DL, Peter SR, Tinto WF et al (1998) Minor cassane diterpenoids of Caesalpinia bonduc. J Nat Prod 61:1462–1465 Ma M, Jiang ZZ, Ruan JL et al (2012) The furano norclerodane diterpenoid disobulbin-D induces apoptosis in normal human liver L02 cells. Exp Toxicol Pathol 64:611–618 Ma GX, Yuan JQ, Wu HF et al (2013) Caesalpins A-H, bioactive cassane-type diterpenes from the seeds of Caesalpinia minax. J Nat Prod 76:1025–1031 Ma GX, Zhu YD, Sun ZH et al (2014) Three new cassane diterpenes from the seeds of Caesalpinia sappan. Phytochem Lett 8:141–144 Maldonado E, Ortega A (2000) Polystachynes A-E, five cis-neo-clerodane diterpenoids from Salvia polystachya. Phytochemistry 53:103–109 María C, Rodríguez B, Bruno M et al (1997) Neo-clerodane diterpenoids from Teucrium sandrasicum. Phytochemistry 45:1653–1662 Maurya R, Manhas LR, Gupta P et al (2004) Amritosides A, B, C and D: clerodane furano diterpene glucosides from Tinospora cordifolia. Phytochemistry 65:2051–2055 McKenzie JM, Green IR, Mugabo P (2006) Leonurun, a novel labdane diterpenoid from Leonotis leonurus. S Afr J Chem-S-Afr T. 59:114–116 Mcpherson DD, Che CT, Cordell GA et al (1985) Diterpenoids from Caesalpinia pulcherrima. Phytochemistry 25:167–170 Mendelson JE, Coyle JR, Lopez JC et al (2011) Lack of effect of sublingual salvinorin A, a naturally occurring kappa opioid, in humans: a placebo-controlled trial. Psychopharmacol 214:933–939 Monti H, Tiliacos N, Faure R (1996) Two diterpenoids from copaiba oil. Phytochemistry 42:1653–1656 Mossa JS, Cassady JM, Antoun MD et al (1985) Saudin, a hypoglycemic diterpenoid with a novel 6,7-secolabdane carbon skeleton, from Cluytia richardiana. J Org Chem 50:916–918 Mossa JS, Muhammad I, AlYahya MA et al (1996) Five new modified 6,7-secolabdane diterpenoids from Cluytia richardiana. J Nat Prod 59:224–231 Muhammad I, Mossa JS, Mirza HH et al (1999) A new modified 6, 7-secolabdane diterpenoid from Clutia richardiana. Phytochemistry 50:1225–1227 Munro TA, Rizzacasa MA, Roth BL et al (2005) Studies toward the pharmacophore of Salvinorin A, a potent κ opioid receptor agonist. J Med Chem 48:345–348 Nagy G, Günther G, Máthé I et al (1999) Diterpenoids from Salvia glutinosa, S. austriaca, S. tomentosa and S. verticillata roots. Phytochemistry 52:1105–1109 Narukawa Y, Niimura A, Noguchi H et al (2014) New diterpenoids with estrogen sulfotransferase inhibitory activity from Leonurus sibiricus L. J Nat Med 68:125–131 Ngadjui BT, Abegaz BM, Keumedjio F et al (2002) Diterpenoids from the stem bark of Croton zambesicus. Phytochemistry 60:345–349 Nieto M, Gallardo O, Rossomando PC et al (1996) 8-Hydroxysalviarin and 7,8-didehydrorhyacophiline, two new diterpenes from Salvia reflexa. J Nat Prod 59:880–882 Nozawa M, Suka Y, Hoshi T et al (2008) Total synthesis of the hallucinogenic neoclerodane diterpenoid salvinorin A. Orga Lett 10:1365–1368 Ogawa K, Aoki I, Sashida Y (1992) Caesaljapin, a cassane diterpenoid from Caesalpinia decapetala var. japonica. Phytochemistry 31:2897–2898 Omosa LK, Amugune B, Ndunda B et al (2014) Antimicrobial flavonoids and diterpenoids from Dodonaea angustifolia. S Afr J Bot 91:58–62 Ortega A, Blount JF, Manchand PS (1982) Salvinorin, a New Trans-Neoclerodane Diterpene from Salvia Divinorum (Labiatae). J Chem Soc Perk T 1:2505–2508 Pan Z, Ning D, Wu X et al (2015) New clerodane diterpenoids from the twigs and leaves of Croton euryphyllus. Bioorg Med Chem Lett 25:1329–1332 Papanov G, Malakov P, Tomova K (1998) 19-Hydroxygaleopsin, a labdane diterpenoid from Leonurus cardiaca. Phytochemistry 47:139–141 Paquette LA, Efremov I (2001) Teubrevin G and teubrevin H: the first total syntheses of rearranged neo-clerodanes including solutions to the problems of chirality merger and furan ring assembly. J Am Chem Soc 123:4492–4501 Persianone AB, Savona G (1980) Diterpenoids from Galeopsis angustifolia. Phytochemistry 19:1805–1807 Peter SR, Tinto WF, McLean S et al (1997) Bonducellpins A-D, new cassane furanoditerpenes of Caesalpinia bonduc. J Nat Prod 60:1219–1221 Pierre TH, Kamdem WJ, Ayafor F et al (1997) Peniankerine, an 18-norclerodane diterpenoid from the stem bark of Penianthus zenkeri. Phytochemistry 46:165–167 Prabhakar Reddy P, Tiwari AK, Ranga Rao R et al (2009) New Labdane diterpenes as intestinal alpha-glucosidase inhibitor from antihyperglycemic extract of Hedychium spicatum (Ham. Ex Smith) rhizomes. Bioorg Med Chem Lett 19:2562–2565 Pranithanchai W, Karalai C, Ponglimanont C et al (2009) Cassane diterpenoids from the stem of Caesalpinia pulcherrima. Phytochemistry 70:300–304 Pudhom K, Sommit D (2011) Clerodane diterpenoids and a trisubstituted furan from Croton oblongifolius. Phytochem Lett 4:147–150 Puebla P, López JL, Guerrero M et al (2003) Neo-clerodane diterpenoids from Croton schiedeanus. Phytochemistry 62:551–555 Purushothaman KK, Kalyani K, Subramanian K et al (1981) Zeta-Caesalpin, a new caesalpin from Caesalpinia bonducella. Indian J Chem B 20:625–626 Qin HL, Li ZH (2004) Clerodane-type diterpenoids from Nannoglottis ravida. Phytochemistry 65:2533–2537 Qin J, Li HM, Gao LH et al (2014) New labdane diterpenoids from Leonurus japonicus and their anti-inflammatory activity. Phytochem Lett 10:313–317 Rakotobe L, Mambu L, Deville A et al (2010) Clerodane and 19-norclerodane diterpenoids from the tubers of Dioscorea antaly. Phytochemistry 71:1007–1013 Reddy PP, Rao RR, Shashidhar J et al (2009) Phytochemical investigation of labdane diterpenes from the rhizomes of Hedychium spicatum and their cytotoxic activity. Bioorg Med Chem Lett 19:6078–6081 Roach JS, McLean S, Reynolds WF et al (2003) Cassane diterpenoids of Caesalpinia pulcherrima. J Nat Prod 66:1378–1381 Rodriguez B, Savona G, Piozzi F (1979) Two new unusual diterpenoids from Ballota hispanica. J Org Chem 44:2219–2221 Rodriguez B, Delatorre MC, Jimeno ML et al (1995) Rearranged Neoclerodane Diterpenoids from Teucrium brevifolium and Their Biogenetic Pathway. Tetrahedron 51:837–848 Rodríguez B, María C, Bruno M et al (1996) Neo-clerodane diterpenoids from three species of Teucrium. Phytochemistry 43:435–438 Rodriguezhahn L, Esquivel B, Sanchez AA et al (1988) Puberulin and isopuberulin, benzonorcaradiene and benzocycloheptatriene diterpenoids of clerodanic origin from Salvia puberula. J Org Chem 53:3933–3936 Rodriguezhahn L, Oreilly R, Esquivel B et al (1990) Tilifodiolide, tetraline-type diterpenoid of clerodanic origin from Salvia tiliaefolia. J Org Chem 55:3522–3525 Roengsumran S, Limsuwankesorn S, Ngamrojnavanich N et al (2000) Cassane diterpenoid from Caesalpinia major. Phytochemistry 53:841–844 Romero-Gonzalez RR, Avila-Nunez JL, Aubert L et al (2006) Labdane diterpenes from Leonurus japonicus leaves. Phytochemistry 67:965–970 Roth BL, Baner K, Westkaemper R et al (2002) Salvinorin A: a potent naturally occurring nonnitrogenous kappa opioid selective agonist. Proc Natl Acad Sci USA 99:11934–11939 Rustaiyan A, Mossleminkupaii MH, Papastergiou F et al (1995) Persianone, a dimeric diterpene from Ballota aucheri. Phytochemistry 40:875–879 Sanchez AA, Esquivel B, Ramamoorthy T et al (1995) Clerodane diterpenoids from Salvia urolepis. Phytochemistry 38:171–174 Sato A, Kurabayashi M, Nagahori H et al (1970) Chettaphanin-I, a novel furanoditerpenoid. Tetrahedron Lett 11:1095–1098 Sato A, Kurabayashi M, Ogiso A et al (1971) Chettaphanin-II, a novel furanoditerpenoid. Tetrahedron Lett 12:839–842 Savona G, Piozzi F, Hanson JR et al (1976) Structure of ballotinone, a diterpenoid from Ballota nigm. J Chem Soc Perkin Trans 1:1607–1609 Savona G, Piozzi F, Hanson JR et al (1977) The structure of ballotenol, a new diterpenoid from Ballota nigra. J Chem Soc Perkin Trans 1:497–499 Savona G, Passannanti S, Paternostro MP et al (1978) Two new diterpenoids from Teucrium fruticans. J Chem Soc Perkin Trans 1:356–359 Savona G, Paternostro MP, Piozzi F et al (1979) Splendidin, a new trans-clerodane from Salvia splendens. J Chem Soc Perkin Trans 1:533–534 Siebert DJ (1994) Salvia divinorum and salvinorin A: new pharmacologic findings. J Ethnopharmacol 43:53–56 Simpson BS, Claudie DJ, Smith NM et al (2012) Rare, seven-membered cyclic ether labdane diterpenoid from Dodonaea polyandra. Phytochemistry 84:141–146 Sivasubramanian A, Gadepalli Narasimha KK, Rathnasamy R et al (2013) A new antifeedant clerodane diterpenoid from Tinospora cordifolia. Nat Prod Res 27:1431–1436 Spindola HM, de Carvalho JE, Ruiz ALTG et al (2009) Furanoditerpenes from Pterodon pubescens Benth with selective in vitro anticancer activity for prostate cell line. J Braz Chem Soc 20:569–571 Tane P, Akam MT, Tsopmo A et al (2004) Two labdane diterpenoids and a seco-tetranortriterpenoid from Turreanthus africanus. Phytochemistry 65:3083–3087 Tang W, Kubo M, Harada K et al (2009) Novel NGF-potentiating diterpenoids from a Brazilian medicinal plant, Ptychopetalum olacoides. Bioorg Med Chem Lett 19:882–886 Tazaki H, Nabeta K, Becker H (1998) Clerodane-type diterpenoids from axenic cultures of the liverwort Jamesoniella autumnalis. Phytochemistry 48:681–685 Teponno RB, Tapondjou AL, Gatsing D et al (2006) Bafoudiosbulbins A, and B, two anti-salmonellal clerodane diterpenoids from Dioscorea bulbifera L. var sativa. Phytochemistry 67:1957–1963 Teponno RB, Tapondjou AL, Abou-Mansour E et al (2008) Bafoudiosbulbins F and G, further clerodane diterpenoids from Dioscorea bulbifera L. var sativa and revised structure of Bafoudiosbulbin B. Phytochemistry 69:2374–2379 Topcu G, Eris C, Ulubelen A et al (1995) New rearranged neoclerodane diterpenoids from Teucrium alyssifolium. Tetrahedron 51:11793–11800 Valdivia C, Kettering M, Anke H et al (2005) Diterpenoids from Coprinus heptemerus. Tetrahedron 61:9527–9532 Vasas A, Hohmann J (2014) Euphorbia diterpenes: isolation, structure, biological activity, and synthesis (2008–2012). Chem Rev 114:8579–8612 Vigor C, Fabre N, Fourasté I et al (2001) Three clerodane diterpenoids from Croton eluteria Bennett. Phytochemistry 57:1209–1212 Wang GC, Zhang H, Liu HB et al (2013a) Laevinoids A and B: two diterpenoids with an unprecedented backbone from Croton laevigatus. Org Lett 15:4880–4883 Wang WX, Xiong J, Tang Y et al (2013b) Rearranged abietane diterpenoids from the roots of Clerodendrum trichotomum and their cytotoxicities against human tumor cells. Phytochemistry 89:89–95 Waridel P, Wolfender JL, Lachavanne JB et al (2003) ent-Labdane diterpenes from the aquatic plant P otamogeton pectinatus. Phytochemistry 64:1309–1317 Wazir V, Maurya R, Kapil RS (1995) Cordioside, a clerodane furano diterpene glucoside from Tinospora cordifolia. Phytochemistry 38:447–449 Wilson SR, Neubert LA, Huffman JC (1976) The chemistry of the Euphorbiaceae. A new diterpene from Croton californicus. J Am Chem Soc 98:3669–3674 Wu H, Fronczek FR, Ferreira D et al (2011) Labdane diterpenoids from Leonurus sibiricus. J Nat Prod 74:831–836 Wu H, Li J, Fronczek FR et al (2013) Labdane diterpenoids from Leonotis leonurus. Phytochemistry 91:229–235 Wu JM, Chen G, Xu XT et al (2014a) Seven new cassane furanoditerpenes from the seeds of Caesalpinia minax. Fitoterapia 92:168–176 Wu L, Luo J, Zhang YM et al (2014b) Cassane-type diterpenoids from the seed kernels of Caesalpinia bonduc. Fitoterapia 93:201–208 Xu G, Peng LY, Niu XM et al (2004) Novel diterpenoids from Salvia dugesii. Helve Chim Acta 87:949–955 Xu YJ, Zhang J, Tang CP et al (2013) A new diterpenoid from the seeds of Caesalpinia sappan Linn. Rec Nat Prod 7:124–128 Yang ZY, Yin YH, Hu LH (2009) Five New Cassane-Type Diterpenes from Caesalpinia crista. Helv Chim Acta 92:121–126 Yodsaoue O, Cheenpracha S, Karalai C et al (2008) Phanginin A-K, diterpenoids from the seeds of Caesalpinia sappan Linn. Phytochemistry 69:1242–1249 Yodsaoue O, Karalai C, Ponglimanont C et al (2010) Potential anti-inflammatory diterpenoids from the roots of Caesalpinia mimosoides Lamk. Phytochemistry 71:1756–1764 Yodsaoue O, Karalai C, Ponglimanont C et al (2011) Pulcherrins D-R, potential anti-inflammatory diterpenoids from the roots of Caesalpinia pulcherrima. Tetrahedron 67:6838–6846 Zanin JLB, De Carvalho BA, Salles Martineli P et al (2012) The genus Caesalpinia L. (Caesalpiniaceae): phytochemical and pharmacological characteristics. Molecules 17:7887–7902 Zhang JY, Wu FH, Qu W et al (2012) Two new cassane diterpenoids from the seeds of Caesalpinia sappan Linn. Chin J Nat Med 10:218–221 Zhang J, Abdel-Mageed WM, Liu M et al (2013a) Caesanines A-D, new cassane diterpenes with unprecedented N bridge from Caesalpinia sappan. Org Lett 15:4726–4729 Zhang L, Dong L, Huang J et al (2013b) 3, 4-seco-Labdane diterpenoids from the leaves of Callicarpa nudiflora and their inhibitory effects on nitric oxide production. Fitoterapia 89:218–223 Zhang ZX, Li HH, Qi FM et al (2014) A new halimane diterpenoid from Croton crassifolius. B Korean Chem Soc 35:1556–1558 Zhao Q, Qing C, Hao XJ et al (2008) Cytotoxicity of labdane-type diterpenoids from Hedychium forrestii. Chem Pharm Bull 56:210–212 Zhao P, Chen HQ, Wang H et al (2013) Four new cassane diterpenes from the seeds of Caesalpinia minax. Phytochem Lett 6:606–609 Zheng Y, Zhang SW, Cong HJ et al (2013) Caesalminaxins A-L, cassane diterpenoids from the seeds of Caesalpinia minax. J Nat Prod 76:2210–2218 Zheng Y, Zhang SW, Xuan LJ (2015) Trinorcassane and cassane diterpenoids from the seeds of Caesalpinia minax. Fitoterapia 102:177–181