Antimicrobial Activity of Sphingolipids Isolated from the Stems of Cucumber (Cucumis sativus L.)

Springer Science and Business Media LLC - Tập 15 Số 12 - Trang 9288-9297
Jing Tang1,2, Xiangjie Meng1, Hao Liu1, Ligang Zhou1, Ming‐Hua Qiu2, Xianming Zhang2, Zhu Yu3, Yukui Zhang3
1College of Agronomy and Biotechnology, China Agricultural University, Beijing 100193, China
2State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China
3College of Animal Science and Technology, China Agricultural University, Beijing 100193, China

Tóm tắt

Three antimicrobial sphingolipids were separated by bioassay-guided isolation from the chloroform fraction of the crude methanol extract of cucumber (Cucumis sativus L.) stems and identified as (2S,3S,4R,10E)-2-[(2'R)-2-hydroxytetra-cosanoylamino]-1,3,4-octadecanetriol-10-ene (1), 1-O-β-D-glucopyranosyl(2S,3S,4R,10E)-2-[(2'R)-2-hydroxy-tetracosanoylamino]-1,3,4-octadecanetriol-10-ene (2) and soya-cerebroside I (3) by their physicochemical properties and spectroscopic analysis. They were evaluated to show antifungal and antibacterial activity on test microorganisms including four fungal and three bacterial species. Among them, compound 1, a relatively low polarity aglycone, exhibited stronger antimicrobial activity than its corresponding glycoside 2. The results indicated that sphingolipids could be the main antimicrobial compounds in the crude methanol extract of cucumber stems.

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Tài liệu tham khảo

Wittstock, 2002, Constitutive plant toxins and their role in defense against herbivores and pathogens, Curr. Opin. Plant Biol., 5, 300, 10.1016/S1369-5266(02)00264-9

Cowan, 1999, Plant products as antimicrobial agents, Clin. Microbiol. Rev., 12, 564, 10.1128/CMR.12.4.564

Pieters, 2005, Bioguided isolation of pharmacologically active plant components, still a valuable strategy for the finding of new lead compounds?, J. Ethnopharmacol., 100, 57, 10.1016/j.jep.2005.05.029

(1986). Flora Reipublicae Popularis Sinicae, Science Press.

(1988). Xinhua Compendium of Material Medica, Shanghai Science & Technology Publishing House.

Itoh, 1981, 24β-Ethyl-31-norlanosta-8,25(27)-dien-3β-ol and 24β-ethyl-25(27)-dehydrolophenol in seeds of three cucurbitaceae species, Phytochemistry, 20, 1929, 10.1016/0031-9422(81)84037-X

McNally, 2003, Complex C-glycosyl flavonoid phytoalexins from Cucumis sativus, J. Nat. Prod., 66, 1280, 10.1021/np030150y

Zhan, 2003, Chemical components from the fungus Engleromyces goetzei, Acta Bot. Sin., 45, 248

Luo, 2004, Novel ceramides and a new glucoceramide from the roots of Incarvillea arguta, Lipids, 39, 907, 10.1007/s11745-004-1313-4

Okuyama, 1983, The principles of Tetragonia tetragonoides having anti-ulcerogenic activity. II. Isolation and structure of cerebrosides, Chem. Pharm. Bull., 31, 2209, 10.1248/cpb.31.2209

Shibuya, 1990, Sphingolipids and glycerolipids. I. chemical structures and ionophoretic activites of soya-cerebrosides I and II from soybean, Chem. Pharm. Bull., 38, 2933, 10.1248/cpb.38.2933

Mei, 2002, Studies on the constituents of Cinnamomum zeylanicum, Nat. Prod. Res. Dev., 14, 14

Li, 2006, Phytochemical study on Zehneria maysorensis, Nat. Prod. Res. Dev., 18, 411

Fang, 2005, Determination of sphingolipids in nuts and seeds by a single quadrupole liquid chromatography-mass spectrometry method, J. Food Lipids, 12, 327, 10.1111/j.1745-4522.2005.00028.x

Worrall, 2003, Sphingolipids, new players in plant signaling, Trends Plant Sci., 8, 317, 10.1016/S1360-1385(03)00128-6

Quiroga, 2001, Screening antifungal activities of selected medicinal plants, J. Ethnopharmacol., 74, 89, 10.1016/S0378-8741(00)00350-0

Zhou, 2008, Poplar stem blister canker and its control strategies by plant extracts, World J. Microbiol. Biotechnol., 24, 1579, 10.1007/s11274-007-9648-4

Moody, 2004, Do Aloe vera and Ageratum conyzoides enhance the anti-microbial activity of traditional medicinal soft soaps (Osedudu)?, J. Ethnopharmacol., 92, 57, 10.1016/j.jep.2004.01.018

Wang, 2010, Antimicrobial and antioxidant activities of the root bark essential oil of Periploca sepium and its main component 2-hydroxy-4-methoxy benzaldehyde, Molecules, 15, 5807, 10.3390/molecules15085807

Liu, 2010, Flavonoids from Halostachys caspica and their antimicrobial and antioxidant activities, Molecules, 15, 7933, 10.3390/molecules15117933

Sakuma, 1998, Probit analysis of preference data, Appl. Entomol. Zool., 33, 339, 10.1303/aez.33.339