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Circumdatin-Aspyrone Conjugates from the Coral-Associated Aspergillus ochraceus LCJ11-102

1, 1, 1, 1, 1,2,* and 1,2,*
1
Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China
2
Open Studio for Druggability Research of Marine Natural Products, Laboratory for Marine Drugs and Bioproducts, Pilot National Laboratory for Marine Science and Technology (Qingdao), Qingdao 266003, China
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2019, 17(7), 400; https://doi.org/10.3390/md17070400
Received: 5 June 2019 / Revised: 26 June 2019 / Accepted: 4 July 2019 / Published: 6 July 2019
(This article belongs to the Special Issue Bioactive Compounds from Coral Reef Organisms)
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PDF [1455 KB, uploaded 6 July 2019]
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Abstract

Ochrazepines A−D (14), four new conjugates dimerized from 2-hydroxycircumdatin C (5) and aspyrone (6) by a nucleophilic addition to epoxide, were isolated from the fermentation broth of the coral-associated Aspergillus ochraceus strain LCJ11-102. Their structures including absolute configurations were determined based on spectroscopic analysis and chemical methods. Compounds 14 were also obtained by the semisynthesis from a nucleophilic addition of 2-hydroxycircumdatin C (5) to aspyrone (6). New compound 1 exhibited cytotoxic activity against 10 human cancer cell lines while new compounds 2 and 4 selectively inhibited U251 (human glioblastoma cell line) and compound 3 was active against A673 (human rhabdomyoma cell line), U87 (human glioblastoma cell line), and Hep3B (human liver cancer cell line) with IC50 (half maximal inhibitory concentration) values of 2.5–11.3 μM among 26 tested human cancer cell lines. View Full-Text
Keywords: ochrazepines; conjugates; semisynthesis; cytotoxic activity; Aspergillus ochraceus ochrazepines; conjugates; semisynthesis; cytotoxic activity; Aspergillus ochraceus
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Fan, Y.; Zhou, Y.; Du, Y.; Wang, Y.; Fu, P.; Zhu, W. Circumdatin-Aspyrone Conjugates from the Coral-Associated Aspergillus ochraceus LCJ11-102. Mar. Drugs 2019, 17, 400.

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