Spectanoids A-H: Eight undescribed sesterterpenoids from Aspergillus spectabilis

Mengsha Wei; Peng Zhou; Liping Huang; Jie Yin; Qin Li; Chong Dai; Jianping Wang; Lianghu Gu; Qingyi Tong; Hucheng Zhu; Yonghui Zhang

doi:10.1016/j.phytochem.2021.112910

Spectanoids A-H: Eight undescribed sesterterpenoids from Aspergillus spectabilis

Phytochemistry. 2021 Nov:191:112910. doi: 10.1016/j.phytochem.2021.112910. Epub 2021 Sep 1.

Authors

Mengsha Wei¹, Peng Zhou¹, Liping Huang¹, Jie Yin¹, Qin Li¹, Chong Dai¹, Jianping Wang¹, Lianghu Gu², Qingyi Tong³, Hucheng Zhu⁴, Yonghui Zhang⁵

Affiliations

¹ Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji-Rongcheng Center for Biomedicine, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, China.
² Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji-Rongcheng Center for Biomedicine, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, China. Electronic address: gulianghu@hust.edu.cn.
³ Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji-Rongcheng Center for Biomedicine, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, China. Electronic address: qytong@hust.edu.cn.
⁴ Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji-Rongcheng Center for Biomedicine, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, China. Electronic address: zhuhucheng@hust.edu.cn.
⁵ Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji-Rongcheng Center for Biomedicine, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, China. Electronic address: zhangyh@mails.tjmu.edu.cn.

PMID: 34481345
DOI: 10.1016/j.phytochem.2021.112910

Abstract

Ten sesterterpenoids, including eight undescribed ones named spectanoids A-H and two known analogs, were obtained from Aspergillus spectabilis. Their structures, including absolute configurations, were determined based on HRESIMS, NMR, ECD calculations and single-crystal X-ray diffraction analyses. Spectanoids A-G are tricyclic sesterterpenoids with an unusual 5/12/5 ring system, while spectanoid H possesses a 5/8/6/5 ring system. All of these compounds were evaluated for their cytotoxic activities against three human cancer cells, and spectanoid A, spectanoid C and spectanoid F exhibited moderate cytotoxic activities with IC₅₀ values ranging from 12.1 to 26.1 μM.

Keywords: Aspergillaceae; Aspergillus spectabilis; Cytotoxic activities; Sesterterpenoids.

MeSH terms

Aspergillus*
Crystallography, X-Ray
Magnetic Resonance Spectroscopy
Molecular Structure

Supplementary concepts

Aspergillus spectabilis