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FITOTERAPIA · 2023 · IF 3.4

Pregnane steroids and steroid glycosides with multidrug resistance reversal activity from Marsdenia tenacissima

Xiu-Qing Song,Lin-Lin Tian,Tao Ye,Hu Liu,Hua Zhang

ABSTRACT Twenty compounds comprising four pregnane steroids ( 2 – 4 & 20 ) and 16 pregnane glycosides ( 1 & 5 – 19 ) have been obtained from the ethanol extract of the roots of a Dai ethnological herb, Marsdenia tenacissima . Their structures were characterized on the basis of comprehensive spectroscopic analyses with 17 ones ( 1 – 17 ) being reported for the first time, including the rare cases ( 2 & 3 ) of free C 21 steroids with 17α-acetyl substitution, compounds 4 – 7 bearing an unusual 14α-OH, and the first examples with simultaneous 14α-OH/17α-acetyl substitution ( 7 ) and glycosylation at C-12 position ( 10 & 11 ). An empirical rule for the identification of C-17 configuration, in C 21 steroids incorporating the marsdenin constitution structure, was also proposed. All the isolates, along with an array of previously reported analogues in our compound library, were screened for their chemo-reversal ability against P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) in MCF-7/ADR cell line, and six compounds exhibited moderate MDR reversal activity with reversal folds ranging from 1.92 to 4.44.

研究领域: 药理学 · 化学 · 民族药理学 · 肿瘤学
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PHYTOCHEMISTRY · 2020 · IF 3.044

Seladelicatulasine A–G, C27 steroidal glycosides with cholinesterase inhibitory activities from Selaginella delicatula

Cai-Ping Yao,Jing Li,Jian-Feng Liu,Zhen-Xing Zou,Feng-Hua Kang,Xiao-Min Li,Dai Li,Kang-Ping Xu,Ping-Sheng Xu,Gui-Shan Tan

Seven undescribed C 27 steroidal glycosides , Seladelicatulasine A–G, including six cholestanol glycosides and one spirostanol glycoside, were isolated from Selaginella delicatula. Their structures were elucidated by 1D/2D NMR spectra and HRESIMS analyses. The absolute configurations of the sugars were determined by enzymatic hydrolysis and GC/MS analyses. These cholestanol glycosides were isolated from the family Selaginellaceae for the first time. Seladelicatulasine F is characterized as a rare B-5,6-secosteroid. In addition, all the compounds were evaluated for their inhibitory activities against cholinesterase (AChE/BChE) and monoamine oxidase (MAO-A/MAO-B). These steroidal glycosides displayed selective inhibition activities on cholinesterase. Seladelicatulasine A, B and E inhibited the AChE activity with IC 50 values of 0.31, 0.09, and 0.04  μ M, respectively. Seladelicatulasine A and F showed the strongest inhibition activity on BChE with IC 50 values of 0.37 and 0.65  μ M, respectively.

CAS / MDL: 18598-63-5 18156-74-6
研究领域: 药用植物学 · 天然产物化学 · 生物化学 · 神经药理学
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