Two Pairs of New Bisabolane‐Type Sesquiterpenoids from Aspergillus sydowii

Author:

Jiang Yaqin12,Cui Chenyang13,Chen Chunmei1,Wang Nina1,Liao Hong1,Li Qin1,Mao Lina1,Ding Nanjin1,Kang Jinbing1,Zhou Jiajun1,Zhu Hucheng1,Lai Yongji2,Wang Zhiping3,Zhou Qun1ORCID,Zhang Yonghui1

Affiliation:

1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy Tongji Medical College Huazhong University of Science and Technology Wuhan 430030 P. R. China

2. Department of Pharmacy the Central Hospital of Wuhan Affiliated to Tongji Medical College Huazhong University of Science and Technology Wuhan 430030 P. R. China

3. Guangdong Provincial Key Laboratory of Advanced Drug Delivery Systems and Guangdong Provincial Engineering Center of Topical Precise Drug Delivery System School of Pharmacy Guangdong Pharmaceutical University Guangzhou 510006 P. R. China

Abstract

AbstractTwo 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 (18) 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 (1H, 13C, and DEPT) & 2D (HSQC, 1H–1H COSY, HMBC, and NOESY) NMR data analyses and ECD calculations. Compounds 18 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 μM, respectively.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

Molecular Biology,Molecular Medicine,General Chemistry,Biochemistry,General Medicine,Bioengineering

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