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Cytotoxic Coumarins from the Bark of Mammea siamensis.
Chem Pharm Bull (Tokyo). 2010 Nov; 58(11):1487-91.CP

Abstract

A new geranylated coumarin, (E)-4-(1-hydroxypropyl)-5,7-dihydroxy-6-(3,7-dimethyl-2,6-octadienyl)-8-(3-methyl-1-oxobutyl)coumarin (named surangin D), was isolated from the bark of Mammea siamensis collected in Vietnam, along with four known coumarins, surangins B and C, and theraphins B and C, and seven xanthones, 1,7-dihydroxyxanthone, 7-hydroxy-1-methoxyxanthone, 1,7-dimethoxyxanthone, 1,7-dimethoxy-6-hydroxyxanthone, 1,6,7-trihydroxyxanthone, 1,3,7-trihydroxyxanthone, and 1,7-dihydroxy-3-methoxyxanthone. Their structures were determined by spectroscopic methods (mainly 1D- and 2D-NMR) and preparation of methylated derivatives. The four coumarins, surangins C and D and theraphins B and C, were tested for inhibition of cell proliferation in DLD-1 (colon cancer), MCF-7 (breast adenocarcinoma), HeLa (human cervical cancer) and NCI-H460 (human lung cancer) cell lines using the sulforhodamine B (SRB) assay. In all four cell lines, theraphin C showed the strongest activity (IC₅₀ in the range of 1.6-5.7 µM). Testing the anti-proliferative effect of the methylated derivatives showed reduced cellular effects of all derivatives, indicating that the number and position of free hydroxyl groups were very important for the anti-proliferative effect.

Authors+Show Affiliations

Ho Chi Minh City University of Science, Ho Chi Minh City, Vietnam.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21048341

Citation

Ngo, Ngoc Trang Nhu, et al. "Cytotoxic Coumarins From the Bark of Mammea Siamensis." Chemical & Pharmaceutical Bulletin, vol. 58, no. 11, 2010, pp. 1487-91.
Ngo NT, Nguyen VT, Vo HV, et al. Cytotoxic Coumarins from the Bark of Mammea siamensis. Chem Pharm Bull (Tokyo). 2010;58(11):1487-91.
Ngo, N. T., Nguyen, V. T., Vo, H. V., Vang, O., Duus, F., Ho, T. D., Pham, H. D., & Nguyen, L. H. (2010). Cytotoxic Coumarins from the Bark of Mammea siamensis. Chemical & Pharmaceutical Bulletin, 58(11), 1487-91.
Ngo NT, et al. Cytotoxic Coumarins From the Bark of Mammea Siamensis. Chem Pharm Bull (Tokyo). 2010;58(11):1487-91. PubMed PMID: 21048341.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Cytotoxic Coumarins from the Bark of Mammea siamensis. AU - Ngo,Ngoc Trang Nhu, AU - Nguyen,Vy Thuy, AU - Vo,Hoa Van, AU - Vang,Ole, AU - Duus,Fritz, AU - Ho,Thuy-Duong Huynh, AU - Pham,Hung Dinh, AU - Nguyen,Lien-Hoa Dieu, PY - 2010/11/5/entrez PY - 2010/11/5/pubmed PY - 2011/3/15/medline SP - 1487 EP - 91 JF - Chemical & pharmaceutical bulletin JO - Chem Pharm Bull (Tokyo) VL - 58 IS - 11 N2 - A new geranylated coumarin, (E)-4-(1-hydroxypropyl)-5,7-dihydroxy-6-(3,7-dimethyl-2,6-octadienyl)-8-(3-methyl-1-oxobutyl)coumarin (named surangin D), was isolated from the bark of Mammea siamensis collected in Vietnam, along with four known coumarins, surangins B and C, and theraphins B and C, and seven xanthones, 1,7-dihydroxyxanthone, 7-hydroxy-1-methoxyxanthone, 1,7-dimethoxyxanthone, 1,7-dimethoxy-6-hydroxyxanthone, 1,6,7-trihydroxyxanthone, 1,3,7-trihydroxyxanthone, and 1,7-dihydroxy-3-methoxyxanthone. Their structures were determined by spectroscopic methods (mainly 1D- and 2D-NMR) and preparation of methylated derivatives. The four coumarins, surangins C and D and theraphins B and C, were tested for inhibition of cell proliferation in DLD-1 (colon cancer), MCF-7 (breast adenocarcinoma), HeLa (human cervical cancer) and NCI-H460 (human lung cancer) cell lines using the sulforhodamine B (SRB) assay. In all four cell lines, theraphin C showed the strongest activity (IC₅₀ in the range of 1.6-5.7 µM). Testing the anti-proliferative effect of the methylated derivatives showed reduced cellular effects of all derivatives, indicating that the number and position of free hydroxyl groups were very important for the anti-proliferative effect. SN - 1347-5223 UR - https://www.unboundmedicine.com/medline/citation/21048341/Cytotoxic_Coumarins_from_the_Bark_of_Mammea_siamensis_ L2 - https://joi.jlc.jst.go.jp/JST.JSTAGE/cpb/58.1487?from=PubMed DB - PRIME DP - Unbound Medicine ER -