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. 2024 Jun 11;14(26):18608-18616.
doi: 10.1039/d4ra01954g. eCollection 2024 Jun 6.

Swietemicrolides A-D, mexicanolide-type limonoids from the bark of Swietenia macrophylla with in vitro cytotoxic and α-glucosidase inhibitory activities

Tu-Quyen Thi Tran  1   2 , Duong Hoang Trinh  3 , Binh Thi Dieu Trinh  1   2 , Dzung Ngoc Bui  1   2 , Lien-Hoa Dieu Nguyen  1   2 , Phuong Thu Tran  1   2
Affiliations

Swietemicrolides A-D, mexicanolide-type limonoids from the bark of Swietenia macrophylla with in vitro cytotoxic and α-glucosidase inhibitory activities

Tu-Quyen Thi Tran et al. RSC Adv. .

Abstract

Four new mexicanolide-type limonoids, swietemicrolides A-D (1-4), together with three known compounds (5-7) were isolated from an ethyl acetate extract of the bark of Swietenia microphylla. 1 and 2 had 1,8-hemiacetal systems whilst 3 and 4 shared hexacyclic skeletons consisting of three fused five-membered rings. The structures of the isolated compounds were determined using spectroscopic methods. The five limonoids (1-5) were tested in vitro for their cytotoxic effects against two human cancer cell lines (KB carcinoma and A549 lung cancer cells) and α-glucosidase inhibitory activity. None of them showed significant cytotoxic activity, however, swietemicrolide C (3) exhibited strong effect towards α-glucosidase. Moreover, a possible biosynthetic pathway for compounds 1-4 was proposed to support a comprehensive understanding of the configurations of the new limonoids.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. Structure of compounds 1–7.
Fig. 2
Fig. 2. Key HMBC and 1H–1H COSY correlations of 1–4.
Fig. 3
Fig. 3. Key NOESY correlations of 1–4.
Scheme 1
Scheme 1. The possible biosynthetic pathways of 1–4.
See this image and copyright information in PMC

References

    1. Sun Y. P. Jin W. F. Wang Y. Y. Wang G. Morris-Natschke S. L. Liu J. S. Wang G. K. Lee K. H. Molecules. 2018;23:1588. - PMC - PubMed
    1. Cheng Y. B. Chien Y. T. Lee J. C. Tseng C. K. Wang H. C. Lo I. W. Wu Y. H. Wang S. Y. Wu Y. C. Chang F. R. J. Nat. Prod. 2014;77:2367–2374. - PubMed
    1. Abdelgaleil S. A. Doe M. Morimoto Y. Nakatani M. Phytochemistry. 2006;67:452–458. - PubMed
    1. Fowles R. Mootoo B. Ramsewak R. Khan A. Ramsubhag A. Reynolds W. Nair M. Pest Manag. Sci. 2010;66:1298–1303. - PubMed
    1. Mootoo B. S. Ali A. Motilal R. Pingal R. Ramlal A. Khan A. Reynolds W. F. McLean S. J. Nat. Prod. 1999;62:1514–1517. - PubMed