Studies on the Highly Oxidized Cadinane Sesquiterpenes from Alangium salviifolium and Their Bioactivities

  • Yanmei Wei ,
  • Zhangxin Yu ,
  • Yiyi Du ,
  • Pingshu Wang ,
  • Fuling Cen ,
  • Xiaobao Li ,
  • Guangying Chen
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  • a Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158
    b Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158
† The authors contributed equally to this work.

Received date: 2023-09-04

  Revised date: 2023-10-31

  Online published: 2023-11-15

Supported by

Key R&D Projects in Hainan Province-Social Development(ZDYF2022SHFZ286); Key R&D Projects in Hainan Province-Social Development(ZDYF2021SHFZ072); National Natural Science Foundation of China(21662012); Innovation Platform for Academicians of Hainan Province(YSPTZX202030); Central Government Guides Local Science and Technology Development(ZY2022HN08); Hainan Normal University “Innovative Entrepreneurship Training Program for College Students”(202311658005)

Abstract

Two new highly oxidized cadinane sesquiterpenes of alansalene A (1) and 2,7-dihydroxy-4-isopropyl-1-methyl- 6-naphthaldehyde (5), and five known analogues were isolated from the barks of Alangium salviifolium, which is a folk medicinal plant in Hainan. The structures were elucidated by spectroscopic methods (1D and 2D NMR, HR-ESI-MS). Compound alangene D (2) exhibited stronger anti-inflammatory activity in vitro with IC50 value of (2.98±0.11) μmol/L to that of dexamethasone [IC50=(39.62±0.12) μmol/L]. Alangene F (3) and 2,7-dihydroxy-4-isopropyl-6-methylnaphthalene-1- carbaldehyde (6) displayed potential α-glucosidase inhibitory activities with IC50 values of (111.85±1.80) and (18.55±0.68) μmol/L, respectively, which were stronger than that of acarbose [IC50=(478.75±27.14) μmol/L].

Cite this article

Yanmei Wei , Zhangxin Yu , Yiyi Du , Pingshu Wang , Fuling Cen , Xiaobao Li , Guangying Chen . Studies on the Highly Oxidized Cadinane Sesquiterpenes from Alangium salviifolium and Their Bioactivities[J]. Chinese Journal of Organic Chemistry, 2024 , 44(4) : 1363 -1367 . DOI: 10.6023/cjoc202309005

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