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Two Pairs of New Bisabolane-Type Sesquiterpenoids from Aspergillus sydowii

Jiang, Yaqin; Cui, Chenyang; Chen, Chunmei; Wang, Nina; Liao, Hong; Li, Qin; Mao, Lina; Ding, Nanjin; Kang, Jinbing; Zhou, Jiajun; Zhu, Hucheng; Lai, Yongji; Wang, Zhiping*; Zhou, Qun*; Zhang, Yonghui*
Science Citation Index Expanded
广东药学院; 华中科技大学

摘要

Two pairs of new bisabolane-type sesquiterpenoids, (+)-aspersydowin A (7S) [(+)-1], (-)-aspersydowin A (7R) [(-)-1], (+)-aspersydowin B (7S,11S) [(+)-2], (-)-aspersydowin B (7R,11R) [(-)-2], along with six known compounds (1-8) were isolated from the fungus Aspergillus sydowii. Compounds 1 and 2 are enantiomers resolved by the Chiralpak IC, using a hexane-propan-2-ol mobile phase. The structure of 1 and 2 with absolute configuration were assigned tentatively by 1D (H-1, C-13, and DEPT) & 2D (HSQC, H-1-H-1 COSY, HMBC, and NOESY) NMR data analyses and ECD calculations. Compounds 1-8 were screened for the biological activities in vitro. The results showed that compounds 3, 4 and 8 exhibited immunosuppressive activities with IC50 values of 10.9, 17.6 and 13.4 mu M, respectively.

关键词

Aspergillus sydowii bisabolane-type sesquiterpenoids enantiomer fungus immunosuppressive activity