Four undescribed ergostane-type steroids, (22E,24R)-4 alpha,5 alpha-epoxyergosta-9 alpha,14 beta-dihydroxy-7,22-diene-3,6dione, (22E,24R)-4 alpha,5 alpha-epoxyergosta-9 alpha,14 alpha-dihydroxy-7,22-diene-3,6-dione, 12 alpha-hydroxyergosta-7,22,24(28)triene-3-one, and 3 beta,12 alpha-dihydroxyergosta-7,24(28)-diene, along with a known congener (22E,24R)-9 alpha,14 beta dihydroxyergosta-4,7,22-triene-3,6-dione, were isolated from the fungus Lasiodiplodia pseudotheobromae. Their structures were elucidated using NMR, HRESIMS, ECD calculation, and X-ray diffraction analyses. (22E,24R)4 alpha,5 alpha-epoxyergosta-9 alpha,14 beta-dihydroxy-7,22-diene-3,6-dione and (22E,24R)-4 alpha,5 alpha-epoxyergosta-9 alpha,14 alpha-dihydroxy-7,22-diene-3,6-dione are a pair of C-14 epimers possessing an unusual epoxy group between C-4 and C-5, which was demonstrated using single-crystal X-ray diffraction analyses. The absolute configurations of 12 alpha hydroxyergosta-7,22,24(28)-triene-3-one and 3 beta,12 alpha-dihydroxyergosta-7,24(28)-diene were determined by ECD calculations. Moreover, 3 beta,12 alpha-dihydroxyergosta-7,24(28)-diene exhibited neuroprotective activity in vitro in glutamate-treated SH-SY5Y cell lines.
基金:
Program for Changjiang Scholars of Ministry of Education of the People's Republic of China [T2016088]; National Natural Science Foundation for Distinguished Young Scholars [81725021]; National Natural Science Foundation for Excellent Young Scholars [81922065]; Innovative Research Groups of the National Natural Science Foundation of China [81721005]; National Natural Science Foundation of China [31972865]; Science and Technology Major Project of Hubei Province [2021ACA012]; Research and Development Program of Hubei Province [2020BCA058]; Natural Science Foundation of Hubei Province [2021CFB362]; Tongji-Rongcheng Center for Biomedicine, Huazhong University of Science and Technology
第一作者单位:[1]Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
通讯作者:
推荐引用方式(GB/T 7714):
Liang Yu,Li Lanqin,Shen Yong,et al.Four undescribed ergostane-type steroids from Lasiodiplodia pseudotheobromae and their neuroprotective activity[J].PHYTOCHEMISTRY.2022,201:doi:10.1016/j.phytochem.2022.113248.
APA:
Liang, Yu,Li, Lanqin,Shen, Yong,Zheng, Yuyi,Li, Qin...&Zhang, Yonghui.(2022).Four undescribed ergostane-type steroids from Lasiodiplodia pseudotheobromae and their neuroprotective activity.PHYTOCHEMISTRY,201,
MLA:
Liang, Yu,et al."Four undescribed ergostane-type steroids from Lasiodiplodia pseudotheobromae and their neuroprotective activity".PHYTOCHEMISTRY 201.(2022)