2. Academic Validation
  3. Bioactive seco-Sativene Sesquiterpenoids from an Artemisia desertorum Endophytic Fungus, Cochliobolus sativus

Bioactive seco-Sativene Sesquiterpenoids from an Artemisia desertorum Endophytic Fungus, Cochliobolus sativus

  • J Nat Prod. 2020 May 22;83(5):1488-1494. doi: 10.1021/acs.jnatprod.9b01148.
Yuan-Yuan Li 1,  Xiang-Mei Tan 1,  Yan-Duo Wang 1,  Jian Yang 2,  Yong-Gang Zhang 3,  Bing-Da Sun 4,  Ting Gong 5,  Lan-Ping Guo 2 6,  Gang Ding 1
Affiliations

Affiliations

  • 1 Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, People's Republic of China.
  • 2 National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, People's Republic of China.
  • 3 Biology Institute, Qilu University of Technology (Shandong Academy of Sciences), Shandong, Jinan 250103, People's Republic of China.
  • 4 Institute of Microbiology, Chinese Academy of Sciences, Beijing 100090, People's Republic of China.
  • 5 State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.
  • 6 State Key Laboratory Breeding Base of Dao-di Herbs, Beijing 100700, People's Republic of China.
PMID: 32302133 DOI: 10.1021/acs.jnatprod.9b01148
Abstract

A series of seco-sativene sesquiterpenoids (1-11) including two new Natural Products (2 and 3), four new analogues (4-7), and six known analogues, helminthosporic acid (1), drechslerine A (8), drechslerine B (9), helminthosporol (10), helminthosporal acid (11), and isosativenediol (12), were purified from the endophytic fungus Cochliobolus sativus isolated from a desert plant, Artemisia desertorum. The stereochemistry of helminthosporic acid (1) was established for the first time by X-ray diffraction, and the structures including relative and absolute configurations of these new compounds were determined by NMR and CD spectra together with biosynthetic considerations. Compounds 5-7 are the first seco-sativene sesquiterpenoids possessing a glucose group on C-15, C-15, and C-14, respectively. Compounds 1, 7, 9, and 11 displayed strong phytotoxic effects on corn leaves by producing visible lesions, and helminthosporic acid (1) was shown to promote division of leaves and roots of Arabidopsis thaliana with a dose-dependent relationship.

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