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- Title
Armochaetoglobins K-R, Anti-HIV Pyrrole-Based Cytochalasans from Chaetomium globosum TW1-1.
- Authors
Chen, Chunmei; Zhu, Hucheng; Wang, Jianping; Yang, Jing; Li, Xiao‐Nian; Wang, Jing; Chen, Keliang; Wang, Yanyan; Luo, Zengwei; Yao, Guangmin; Xue, Yongbo; Zhang, Yonghui
- Abstract
Eight rare pyrrole-based cytochalasans, termed armochaetoglobins K-R ( 1- 8), along with three known analogues ( 9- 11), were isolated from the solid culture broth of Chaetomium globosum TW1-1, a symbiotic fungus derived from the medicinal terrestrial arthropod Armadillidium vulgare. Their structures were elucidated using a combination of spectroscopic analysis, a single-crystal X-ray diffraction experiment, and an electronic circular dichroism (ECD) calculation. Compounds 4- 8 represent the first examples of chaetoglobosin-type cytochalasans with an sp3 methine carbon at C-18. All of the isolates were evaluated for their anti-HIV activities in vitro, and compounds 2- 4, 7, 8, and 10 showed significant anti-HIV activities, with EC50 values ranging from 0.11 to 0.55 μ M, and selectivity index (SI) values ranging from 12.33 to 75.42. A plausible biosynthetic pathway was proposed to explain the origin of the pyrrole ring.
- Subjects
CYTOCHALASINS; CHAETOMIUM globosum; ARMADILLIDIUM vulgare; SPECTRUM analysis; X-ray diffraction; CIRCULAR dichroism; PYRROLES
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 14, p3086
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201403678