Two New C21 Steroids from Gymnema tingens

• Published in: ChemistrySelect (Weinheim) Vol. 7; no. 37
• Main Authors: He, Jin‐Hua, Yao, Yu‐Di, Liu, Mei‐Yu, Liao, Guang‐Feng, Yang, Xin‐Zhou, Lu, Ru‐Mei
• Format: Journal Article
• Language: English
• Published: 07.10.2022
• Subjects: C21 Steroids; Glucose uptake; Gymnema tingens
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202202726

Two new C21 steroids, named 12‐O‐acetyl‐(20S)‐O‐(N‐methyl)anthraniloyl sarcostin‐5α,6β‐hexahydroxypregnane (1) and 12‐O‐acetyl‐(20S)‐O‐(N‐methyl)anthraniloyl sarcostin 3‐O‐β‐D‐cymaropyranoside (2), together with eight known compounds (3–10) were isolated from the dried whole plants of Gymnema tingens. The structures of the new compounds were established by extensive 1D and 2D nuclear magnetic resonance (NMR) spectra with mass spectroscopy data. Compounds 1–9 were tested for glucose uptake in L6 cells, and compounds 3 and 4 showed the most potent glucose uptake activity with the enhancement by 2.98‐ and 3.36‐fold. Two new C21 steroids, named 12‐O‐acetyl‐(20S)‐O‐(N‐methyl)anthraniloyl sarcostin‐5α,6β‐hexahydroxypregnane (1) and 12‐O‐acetyl‐(20S)‐O‐(N‐methyl)anthraniloyl sarcostin 3‐O‐β‐D‐cymaropyranoside (2), together with eight known compounds (3–10) were isolated from the dried whole plants of Gymnema tingens. Compounds 1–9 were tested for glucose uptake in L6 cells, and compounds 3 and 4 showed the most potent glucose uptake activity with the enhancement by 2.98‐ and 3.36‐fold.