Chuanxiongdiolides R4 and R5, phthalide dimers with a complex polycyclic skeleton from the aerial parts of Ligusticum chuanxiong and their vasodilator activity

Bioorganic Chemistry - Tập 107 - Trang 104523 - 2021
Fei Tang1, Yong-Ming Yan2, Hong-Ling Yan1, Li-Xia Wang1, Chang-Jiang Hu1,3, Hong-Liang Wang1, Hui Ao4, Cheng Peng1, Yu-Zhu Tan1
1State Key Laboratory of Characteristic Chinese Medicine Resources in Southwest China, Pharmacy College, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, People's Republic of China
2School of Pharmaceutical Sciences, Shenzhen University Health Science Center, Shenzhen 518060, People’s Republic of China
3Key Laboratory of Quality Control and Efficacy Evaluation of Traditional Chinese Medicine Formula Granules, Sichuan New Green Medicine Science and Technology Development Co. Ltd., Pengzhou 611930, People's Republic of China
4Innovative Institute of Chinese Medicine and Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, People's Republic of China

Tài liệu tham khảo

Aand, 2018, Controlled photo-flow oxidative reaction (uv-for) platform for ultra-fast phthalides and api synthesis, Green Chem., 20, 4584, 10.1039/C8GC02320D León, 2017, Phthalides:distribution in nature, chemical reactivity, synthesis, and biological activity, Progress Org. Nat. Prod., 104, 127 Zou, 2018, Triligustilides a and b: two pairs of phthalide trimers from angelica sinensis with a complex polycyclic skeleton and their activities, Org. Lett., 20, 884, 10.1021/acs.orglett.8b00017 Zou, 2019, Triangeliphthalides A-D: bioactive phthalide trimers with new skeletons from Angelica sinensis and their production mechanism, Chem. Commun. (Camb.), 55, 6221, 10.1039/C9CC02681A Beck, 2007, The structural diversity of phthalides from the Apiaceae, J. Nat. Prod., 70, 891, 10.1021/np0605586 Chen, 2018, A systematic review on the rhizome of ligusticum chuanxiong hort (chuanxiong), Food Chem. Toxicol., 119, 309, 10.1016/j.fct.2018.02.050 Yi, 2006, A new dimeric phthalide from Angelica sinensis, Chin. Chem. Lett., 17, 1579 Huang, 2013, Anti-inflammatory ligustilides from Ligusticum chuanxiong Hort, Fitoterapia, 91, 21, 10.1016/j.fitote.2013.08.013 Uto, 2015, Anti-inflammatory activity of constituents isolated from aerial part of angelica acutiloba kitagawa, Phytother. Res., 29, 1956, 10.1002/ptr.5490 Banerjee, 1982, Angeolide, a Novel Lactone from Angelica glauca, Liebigs Ann. Chem., 4, 699, 10.1002/jlac.198219820409 Cao, 2006, Ligustilide induces vasodilatation via inhibiting voltage dependent calcium channel and receptor-mediated Ca2+ influx and release, Vasc. Pharmacol, 45, 171, 10.1016/j.vph.2006.05.004 Chan, 2007, Relaxation effects of ligustilide and senkyunolide A, two main constituents of Ligusticum chuanxiong, in rat isolated aorta, J. Ethnopharmacol., 111, 677, 10.1016/j.jep.2006.12.018 Cole, 2011, Role of myosin light chain kinase and myosin light chain phosphatase in the resistance arterial myogenic response to intravascular pressure, Arch. Biochem. Biophys., 510, 10.1016/j.abb.2011.02.024 Hill, 2001, Invited review: Arteriolar smooth muscle mechanotransduction: Ca2+ signaling pathways underlying myogenic reactivity, J. Appl. Physiol., 91, 973, 10.1152/jappl.2001.91.2.973 . Liu, F. Liu, M.M. Qiao, L, Guo, M.H, Chen, C, Peng, L. Xiong, Curcumanes A and B, Two Bicyclic Sesquiterpenoids with Significant Vasorelaxant Activity from Curcuma longa, Org. Lett. 21 (2019) 1197-1201. Balasubramanian, 2009, Optimization of Cav1.2 screening with an automated planar patch clamp platform, J. Pharmacol. Tox. Met., 59, 62, 10.1016/j.vascn.2009.02.002 Wang, 2019, Modulation of the 5-HT 3 A receptor current by desacylbaldrinal, Nat. Prod. Res., 3, 1 Zhang, 2010, Increased colonic motility in a rat model of irritable bowel syndrome is associated with up-regulation of L-type calcium channels in colonic smooth muscle cells, Neurogastroent. Motil., 22, 162 M.A.A. Medeiros, J.F. Pinho, D.P. De-Lira, J.M. Barbosa-Filho, D.A.M. Araujo, S.F. Cortes, V.S. Lemos, J.S. Cruz, Curine, a bisbenzylisoquinoline alkaloid, blocks L-type Ca2+ channels and decreases intracellular Ca2+ transients in A7r5 cells, Eur. J. Pharmacol. 669 (2011) 100-107. Trott, 2010, AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading, J. Comput. Chem., 31, 455, 10.1002/jcc.21334