1. Academic Validation
  2. Modified Fusicoccane-Type Diterpenoids from Alternaria brassicicola

Modified Fusicoccane-Type Diterpenoids from Alternaria brassicicola

  • J Nat Prod. 2020 Jun 26;83(6):1931-1938. doi: 10.1021/acs.jnatprod.0c00165.
Fengli Li 1 Shuang Lin 1 Sitian Zhang 1 Lifen Pan 1 Chenwei Chai 1 Jun-Cheng Su 2 Beiye Yang 1 Junjun Liu 1 Jianping Wang 1 Zhengxi Hu 1 Yonghui Zhang 1
Affiliations

Affiliations

  • 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, Hubei Province, People's Republic of China.
  • 2 Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, Guangdong Province, People's Republic of China.
Abstract

Seven new modified fusicoccane-type Diterpenoids (1-7), together with two known congeners (8 and 9), were obtained from Alternaria brassicicola. Their structures were elucidated from a combination of NMR and HRESIMS data and 13C NMR calculation as well as DP4+ probability analyses, and the absolute configurations of 1-5 were determined by ECD calculation and single-crystal X-ray diffraction (Cu Kα). Compounds 1-3 belong to a rare class of 16-nor-dicyclopenta[a,d]cyclooctane Diterpenoids, and compounds 2 and 4 represent the first examples of fusicoccane-type Diterpenoids featuring two previously undescribed tetracyclic 5/6/6/5 ring systems, while compound 5 features a previously undescribed tetracyclic 5/8/5/3 ring system. Compound 7 was moderately anti-inflammatory, and compounds 2, 3, 5, and 7 were weakly cytotoxic.

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