Chemical constituents of the leaves of Taxus wallichiana (Taxaceae)

From CHCl3-soluble extract of the leaves of Taxus wallichiana (Taxaceae), collected in Lam Dong Province, five compounds were isolated and identified as sciadopitysin, ginkgetin, (S)-(+)-rhododenol, (+)-erythro-N-benzoyl3-phenylisoserine methyl ester, and (−)-α-conidendrin (5). Their chemical structures were determined by 1D and 2D NMR spectra and comparison with published data. Except for (−)-α-conidendrin, these remaining compounds were first reported of Taxus wallichiana. Among these compounds, ginkgetin and (−)-αconidendrin showed significant α-glucosidase inhibitory activity with the IC50 values of 98.5, and 172.1 μM, respectively.
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Chemical constituents of the leaves of Taxus wallichiana (Taxaceae)Received: 18 February 2023 Revised: 30 March 2023 Accepted: 24 July 2023DOI: 10.1002/vjch.202300059RESEARCH ARTICLEChemical constituents of the leaves of Taxus wallichiana(Taxaceae)Thinh Duc Le1,2 Da Vy Thi Le1,2 Tu Hoai Tran1,2 Phu Hoang Dang1,2Tho Huu Le1,2 Mai Thanh Thi Nguyen1,2 Nhan Trung Nguyen1,21 Faculty of Chemistry, University of Science, HoChi Minh City, Vietnam Abstract2 Management Agency, Vietnam National From CHCl3 -soluble extract of the leaves of Taxus wallichiana (Taxaceae), col-University Ho Chi Minh City, Ho Chi Minh City, lected in Lam Dong Province, five compounds were isolated and identified asVietnam sciadopitysin (1), ginkgetin (2), (S)-(+)-rhododenol (3), (+)-erythro-N-benzoyl- 3-phenylisoserine methyl ester (4), and (−)-α-conidendrin (5). Their chemicalCorrespondenceNhan Trung Nguyen, Faculty of Chemistry, structures were determined by 1D and 2D NMR spectra and comparison with pub-VNUHCM-University of Science, 227 Nguyen Van lished data. Except for (−)-α-conidendrin, these remaining compounds were firstCu Street, Ward 4, District 5, Ho Chi Minh City reported of Taxus wallichiana. Among these compounds, ginkgetin (2), and (−)-α-72711, Vietnam.Email: ntnhan@hcmus.edu.vn conidendrin (5) showed significant α-glucosidase inhibitory activity with the IC50 values of 98.5, and 172.1 μM, respectively.Funding informationVietnam National University, Ho Chi Minh City KEYWORDS(VNU-HCM), Grant/Award Number: α-glucosidase inhibitory activity, Taxaceae, Taxus wallichiana562-2022-18-041 INTRODUCTION showed strong α-glucosidase inhibitory activity, with the IC50 value of 0.30 μg/mL. Hence, an additional fractionationTaxus wallichiana Zucc., commonly known as the Wallich’s study was undertaken to examine its chemical constituents,yew, is an evergreen coniferous tree of medium size, reach- resulting in the isolation of five compounds. This working heights between 10 to 20 m. It is native to several coun- describes isolating and elucidating the chemical structurestries in Asia, including Afghanistan, India, Pakistan, Nepal, of these compounds by spectroscopic methods and theirChina, Bhutan, Indonesia, Malaysia, Myanmar, Vietnam, and α-glucosidase inhibitory activity evaluation.the Philippines.1 In Vietnam, the wood powder derived As part of an ongoing investigation into the screeningfrom Taxus wallichiana is utilized in traditional medicine of medicinal plants for their potential α-glucosidasefor various purposes, such as treating high fever, diabetes, inhibitory activity,4,5 the CHCl3 -soluble extract fromand indigestion, providing anti-inflammatory effects, and T. wallichiana leaves was found to exhibit a remarkablyalleviating pain. Numerous previous studies have high- strong α-glucosidase inhibitory activity, with an IC50 valuelighted the medicinal properties of T. wallichiana, includ- of 0.30 μg/mL. This promising finding prompted a subse-ing its antipyretic, antibacterial, antifungal, analgesic, and quent fractionation study focused on isolating the chemicalanticonvulsant characteristics.2 These beneficial proper- constituents responsible for this activity, which resulted inties are attributed to the tree’s abundant chemical con- the identification of five compounds.stituents, such as taxane diterpenoids,3 flavonoids,2 and This research involved the isolation and elucidation oflignans.2 the chemical structures of these five compounds using In a continued study on the screening of medicinal plants spectroscopic methods. Furthermore, their α-glucosidasefor α-glucosidase inhibitory activity,4,5 it was found that ...