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Erschienen in:

29.11.2024 | Note

Two novel butyrolactone lignan dimers from leaves of Castanopsis chinensis and their anti-inflammatory activities

verfasst von: Ya-Feng Wang, Ping Lin, Nao Pang, Zhang-Bin Liu, Bing-Yuan Yang, Rui-Jie He, Yong-Lin Huang

Erschienen in: Journal of Natural Medicines | Ausgabe 1/2025

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Abstract

Castanopsis genus (Fagaceae) were rich in plant polyphenols and often used as medicinal plants. In this study, two new lignan dimer compounds with anti-inflammatory activity and four known compounds were isolated and identified from 80% methanolic extract of Castanopsis chinensis leaves. The structure determination supported by computational chemistry and extensive spectroscopic analysis. Two new lignan dimer compounds significantly inhibited LPS-induced NO production in RAW 264.7 cells at 10 µM without cytotoxicity.

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Literatur
1.
Zurück zum Zitat CAS (1998) Flora Republicae Popularis Sinicae. China Science Publishing & Media Ltd., Press Inc, Beijing CAS (1998) Flora Republicae Popularis Sinicae. China Science Publishing & Media Ltd., Press Inc, Beijing
2.
Zurück zum Zitat Huang YL, Wang YF, Liu JL, Wang L, Tanaka T, Chen YY, Lu FL, Li DP (2017) Phenolic compounds from the leaves of Castanopsis fargesii. Molecules 22:162–162CrossRefPubMedPubMedCentral Huang YL, Wang YF, Liu JL, Wang L, Tanaka T, Chen YY, Lu FL, Li DP (2017) Phenolic compounds from the leaves of Castanopsis fargesii. Molecules 22:162–162CrossRefPubMedPubMedCentral
3.
Zurück zum Zitat Wang YF, He RJ, Li DP, Huang YL (2018) Phytochemical and chemotaxonomic study on Castanopsis fargesii Franch. Biochem Syst Ecol 78:113–115CrossRef Wang YF, He RJ, Li DP, Huang YL (2018) Phytochemical and chemotaxonomic study on Castanopsis fargesii Franch. Biochem Syst Ecol 78:113–115CrossRef
4.
Zurück zum Zitat Yang BY, Pang N, He RJ, Wang YF, Huang YL (2022) Triterpene hexahydroxydiphenoyl ester and phenol glucosides from the leaves of Castanopsis eyrie (Champ. ex Benth.) Hutch. Nat Prod Res 38:1–7 Yang BY, Pang N, He RJ, Wang YF, Huang YL (2022) Triterpene hexahydroxydiphenoyl ester and phenol glucosides from the leaves of Castanopsis eyrie (Champ. ex Benth.) Hutch. Nat Prod Res 38:1–7
5.
Zurück zum Zitat Chen HF, Tanaka T, Nonaka GI, Fujioka T, Mihashi K (1993) Phenylpropanoid-substituted catechins from Castanopsis hystrix and structure revision of cinchonains. Phytochemistry 33:183–187CrossRef Chen HF, Tanaka T, Nonaka GI, Fujioka T, Mihashi K (1993) Phenylpropanoid-substituted catechins from Castanopsis hystrix and structure revision of cinchonains. Phytochemistry 33:183–187CrossRef
6.
Zurück zum Zitat Lin P, Wang YF, He RJ, Yang BY, Liu ZB, Li M, Huang YL (2022) A new phenol glucoside from leaves of Castanopsis chinensis. Chin Herbal Med 53:5271–5275 Lin P, Wang YF, He RJ, Yang BY, Liu ZB, Li M, Huang YL (2022) A new phenol glucoside from leaves of Castanopsis chinensis. Chin Herbal Med 53:5271–5275
7.
Zurück zum Zitat Mou XF, Bian WT, Liu M, Wang Y, Yang RY, Wang CY, Shao CL (2014) Study on butyrolatones isolated from a sea hare-derived fungus Aspergillus terreus and their biological activities. Chin J Mar Drugs 33:16–22 Mou XF, Bian WT, Liu M, Wang Y, Yang RY, Wang CY, Shao CL (2014) Study on butyrolatones isolated from a sea hare-derived fungus Aspergillus terreus and their biological activities. Chin J Mar Drugs 33:16–22
8.
Zurück zum Zitat Ren YL, Yang JS (2002) The Spectoscopic fratures of dibenzylbutyrolactone lignans. J Spectrosc 19:15–24 Ren YL, Yang JS (2002) The Spectoscopic fratures of dibenzylbutyrolactone lignans. J Spectrosc 19:15–24
9.
Zurück zum Zitat Li N, Wu JL, Sakai JI, Ando M (2003) Dibenzylbutyrolactone and dibenzylbutanediol lignans from Peperomia duclouxii. J Nat Prod 66:1421–1426CrossRefPubMed Li N, Wu JL, Sakai JI, Ando M (2003) Dibenzylbutyrolactone and dibenzylbutanediol lignans from Peperomia duclouxii. J Nat Prod 66:1421–1426CrossRefPubMed
10.
Zurück zum Zitat Harmatha J, Budĕšínskў M, Trka A (1982) Components of Senecio pancicii DEGEN var. arnautorum (VELEN.) STOJ., STEF. et KIT. and S. Pancicii DEGEN var. Pancicii. Collect Czech Chem Commun 47:644–663CrossRef Harmatha J, Budĕšínskў M, Trka A (1982) Components of Senecio pancicii DEGEN var. arnautorum (VELEN.) STOJ., STEF. et KIT. and S. Pancicii DEGEN var. Pancicii. Collect Czech Chem Commun 47:644–663CrossRef
11.
Zurück zum Zitat Miyamae Y, Kurisu M, Han J, Isoda H, Shigemori H (2011) Structure-activity relationship of caffeoylquinic acids on the accelerating activity on ATP production. Chem Pharm Bull 59:502–507CrossRef Miyamae Y, Kurisu M, Han J, Isoda H, Shigemori H (2011) Structure-activity relationship of caffeoylquinic acids on the accelerating activity on ATP production. Chem Pharm Bull 59:502–507CrossRef
12.
Zurück zum Zitat Jin Y, Sun Y, Wu YN, Zhang CY (2017) Chemical constituents from Stem Barks of Pandanus tectorius. Chin Pharm J 52:1223–1226 Jin Y, Sun Y, Wu YN, Zhang CY (2017) Chemical constituents from Stem Barks of Pandanus tectorius. Chin Pharm J 52:1223–1226
13.
Zurück zum Zitat Lee EJ, Kim JS, Kim HP, Lee JH, Kang SS (2010) Phenolic constituents from the flower buds of Lonicera japonica and their 5-lipoxygenase inhibitory activities. Food Chem 120:134–139CrossRef Lee EJ, Kim JS, Kim HP, Lee JH, Kang SS (2010) Phenolic constituents from the flower buds of Lonicera japonica and their 5-lipoxygenase inhibitory activities. Food Chem 120:134–139CrossRef
14.
Zurück zum Zitat Romussi G, Bignardi G, Pizza C (1988) Constituents of cupuliferae, XII. Minor acylated flavonoids from Quercus cerris L. Liebigs Ann Chem 10:989–991CrossRef Romussi G, Bignardi G, Pizza C (1988) Constituents of cupuliferae, XII. Minor acylated flavonoids from Quercus cerris L. Liebigs Ann Chem 10:989–991CrossRef
15.
Zurück zum Zitat Frank N (2012) The ORCA program system. Wires Comput Mol Sci 2:73–78CrossRef Frank N (2012) The ORCA program system. Wires Comput Mol Sci 2:73–78CrossRef
16.
Zurück zum Zitat Stephens PJ, Harada N (2010) ECD cotton effect approximated by the Gaussian curve and other methods. Chirality 22:229–233CrossRefPubMed Stephens PJ, Harada N (2010) ECD cotton effect approximated by the Gaussian curve and other methods. Chirality 22:229–233CrossRefPubMed
17.
Zurück zum Zitat Wang SH, Ji L, Zhang DX, Guo HY, Wang YS, Li W (2022) Synthesis and anti-inflammatory activity of 1-methylhydantoin cinnamoyl imides. Molecules 27:8481–8481CrossRefPubMedPubMedCentral Wang SH, Ji L, Zhang DX, Guo HY, Wang YS, Li W (2022) Synthesis and anti-inflammatory activity of 1-methylhydantoin cinnamoyl imides. Molecules 27:8481–8481CrossRefPubMedPubMedCentral
18.
Zurück zum Zitat Liu YX, Song HJ, Xu JX, Bi GM, Meng DL (2022) Anti-inflammatory abietanes diterpenes and triterpenoids isolated from Clinopodium polycephalum. Fitoterapia 161:105244CrossRefPubMed Liu YX, Song HJ, Xu JX, Bi GM, Meng DL (2022) Anti-inflammatory abietanes diterpenes and triterpenoids isolated from Clinopodium polycephalum. Fitoterapia 161:105244CrossRefPubMed
Metadaten
Titel
Two novel butyrolactone lignan dimers from leaves of Castanopsis chinensis and their anti-inflammatory activities
verfasst von
Ya-Feng Wang
Ping Lin
Nao Pang
Zhang-Bin Liu
Bing-Yuan Yang
Rui-Jie He
Yong-Lin Huang
Publikationsdatum
29.11.2024
Verlag
Springer Nature Singapore
Erschienen in
Journal of Natural Medicines / Ausgabe 1/2025
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI
https://doi.org/10.1007/s11418-024-01864-5