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Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1β inhibitors
Xu,Yunshao1; Zhang,Tian1; Feng,Lu2; Feng,Zheling1; Zhang,Qingwen1; Ye,Yang2,3; Gan,Lishe4; Lin,Ligen1
2021-04
Source PublicationChinese Chemical Letters
ISSN1001-8417
Volume32Issue:4Pages:1475-1479
Abstract

To search naturally occurring interleukin-1β (IL-1β) inhibitors, biscaesalmins A (1) and B (2), two highly oxidized dimeric cassane diterpenoids with a newly formed alicyclic skeleton, have been isolated from the traditional Chinese medicine Kushilian (Caesalpinia minax). Their full structures were determined by comprehensive spectroscopic analysis and quantum chemical TD-DFT (time-dependent density functional theory) calculation. Biosynthetically, 1 and 2 were formed via an intermolecular [4 + 2] Diels-Alder cycloaddition of two monomers, affording an additional six-membered carbon ring linkage. Compounds 1 and 2 inhibited nitric oxide production on lipopolysaccharide-stimulated THP-1 macrophages, with IC values being at 1.20 ± 0.23 and 2.30 ± 0.15 μmol/L, respectively. Furthermore, compound 1 inhibited NLRP3 (NOD-, LRR- and pyrin domain-containing protein 3) inflammasome-mediated IL-1β production and blocked the migration of macrophages towards adipocyte conditioned medium. Biscaesalmins A and B might be candidates for treating inflammation-related metabolic diseases.

KeywordCaesalpinia Minax Dimeric Cassane Diterpenoids Il-1β Nlrp3 Td-dft
DOI10.1016/j.cclet.2020.09.048
URLView the original
Indexed BySCIE
Language英語English
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000644727600006
Scopus ID2-s2.0-85095818341
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Cited Times [WOS]:4   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionInstitute of Chinese Medical Sciences
Corresponding AuthorGan,Lishe; Lin,Ligen
Affiliation1.State Key Laboratory of Quality Research in Chinese Medicine,Institute of Chinese Medical Sciences,University of Macau,Taipa,Avenida da Universidade,999078,China
2.State Key Laboratory of Drug Research,& Natural Products Chemistry Department,Shanghai Institute of Materia Medica,Chinese Academy of Sciences,Shanghai,201203,China
3.School of Life Science and Technology,Shanghai Tech University,Shanghai,201203,China
4.School of Biotechnology and Health Sciences,Wuyi University,Jiangmen,529020,China
First Author AffilicationInstitute of Chinese Medical Sciences
Corresponding Author AffilicationInstitute of Chinese Medical Sciences
Recommended Citation
GB/T 7714
Xu,Yunshao,Zhang,Tian,Feng,Lu,et al. Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1β inhibitors[J]. Chinese Chemical Letters,2021,32(4):1475-1479.
APA Xu,Yunshao,Zhang,Tian,Feng,Lu,Feng,Zheling,Zhang,Qingwen,Ye,Yang,Gan,Lishe,&Lin,Ligen.(2021).Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1β inhibitors.Chinese Chemical Letters,32(4),1475-1479.
MLA Xu,Yunshao,et al."Biscaesalmins A and B from Caesalpinia minax, highly oxidized dimeric cassane diterpenoids as interleukin-1β inhibitors".Chinese Chemical Letters 32.4(2021):1475-1479.
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