Anonazepine, a new alkaloid from the leaves of Annona muricata (Annonaceae)

Author:

Huynh Ngoc Vinh12,Nguyen Huu Duc Minh3,Huynh Ngoc Trinh4,Chau Duc Hoa3,Nguyen Cong Dinh3,Nguyen Truong Quoc Dung5,Mai Dinh Tri6,Dang Phu Hoang12ORCID

Affiliation:

1. Faculty of Chemistry , University of Science , Ho Chi Minh City , Vietnam

2. Vietnam National University , Ho Chi Minh City , Vietnam

3. Faculty of Traditional Medicine , University of Medicine and Pharmacy at HCMC , Ho Chi Minh City , Vietnam

4. Faculty of Pharmacy , University of Medicine and Pharmacy at HCMC , Ho Chi Minh City , Vietnam

5. Department of Health , People’s Committee of Ho Chi Minh City , Ho Chi Minh City , Vietnam

6. Institute of Chemical Technology, Vietnam Academy of Science and Technology , Ho Chi Minh City , Vietnam

Abstract

Abstract From the CHCl3-soluble extract of Annona muricata L. (Annonaceae) leaves, one new 3-benzazepine-type alkaloid, anonazepine (1), and four known aporphine-type alkaloids, (+)-laurotetanine (2), (+)-norglaucine (3), (−)-xylopine (4), and lanuginosine (5), were isolated. Except for (−)-xylopine (4), these remaining known alkaloids were first reported in A. muricata. The structures of the isolated alkaloids were established by 1D and 2D NMR spectroscopy and MS, as well as comparison with literature data. The new 3-benzazepine-type alkaloid existed in an inseparable mixture of two equilibrium conformers. Its absolute configuration was determined based on comparing their experimental and calculated ECD data. The anti-inflammatory activity of the isolated alkaloids was investigated, but none of the alkaloids showed a significant result.

Funder

National Foundation for Science and Technology Development

Publisher

Walter de Gruyter GmbH

Subject

General Biochemistry, Genetics and Molecular Biology

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