DNA topoisomerase IIα inhibitory and anti-HIV-1 flavones from leaves and twigs of Gardenia carinata
作者： Naowarat Kongkum , Patoomratana Tuchinda , Manat Pohmakotr , Vichai Reutrakul , Pawinee Piyachaturawat
DOI: 10.1016/J.FITOTE.2011.11.015
关键词: Syringaldehyde 、 Vanillic acid 、 Cytotoxicity 、 Flavones 、 Scopoletin 、 Stereochemistry 、 Reverse transcriptase 、 Biology 、 Gardenia 、 Topoisomerase 、 Molecular biology
摘要: Four new flavones, 5,2'-dihydroxy-7,3',4',5'-tetramethoxyflavone (1), 5,2',5'-trihydroxy-7,3',4'-trimethoxyflavone (2), 5,7,2',5'-tetrahydroxy-6,3',4'-trimethoxyflavone (3) and 5,2',5'-trihydroxy-6,7,3',4'-tetramethoxyflavone (4), along with the known 5,3'-dihydroxy-6,7,4',5'-tetramethoxyflavone (5), 5,7,3',5'-tetrahydroxy-6,4'-dimethoxyflavone (6), syringaldehyde, vanillic acid scopoletin were isolated from leaves twigs of Gardenia carinata (Rubiaceae). Their structures determined by spectroscopic methods. Flavone 2 exhibited cytotoxic activity against P-388 MCF-7 cell lines, while 3, 5 6 active only in line. All compounds found to inhibit DNA topoisomerase IIα activity, which may be responsible for observed cytotoxicity. Flavones 1-3, also anti-HIV-1 anti-syncytium assay using (∆Tat/rev)MC99 virus 1A2 line system; was most potent. Only flavones 1 showed considerably HIV-1 reverse transcriptase.
elsevier.com
sci-hub.se 参考文章(15)
Anti-HIV-1 cycloartanes from leaves and twigs of Gardenia thailandica. Planta Medica. ,vol. 70, pp. 366- 370 ,(2004) , 10.1055/S-2004-818951
MUNEKAZU IINUMA, TOSHIYUKI TANAKA, SHIN MATSUURA, Synthetic Studies on the Flavone Derivatives. XII. Synthesis of 2', 3', 5'-and 3', 4', 5'-Trioxygenated Flavones Chemical & Pharmaceutical Bulletin. ,vol. 32, pp. 2296- 2300 ,(1984) , 10.1248/CPB.32.2296
P. L. NARA, W. C. HATCH, N. M. DUNLOP, W. G. ROBEY, L. O. ARTHUR, M. A. GONDA, P. J. FISCHINGER, Simple, rapid, quantitative, syncytium-forming microassay for the detection of human immunodeficiency virus neutralizing antibody. AIDS Research and Human Retroviruses. ,vol. 3, pp. 283- 302 ,(1987) , 10.1089/AID.1987.3.283
S.C. Chhabra, S.R. Gupta, C.S. Sharma, N.D. Sharma, A new wogonin derivative from Gardenia gum Phytochemistry. ,vol. 16, pp. 1109- ,(1977) , 10.1016/S0031-9422(00)86760-6
S.C. Chhabra, S.R. Gupta, N.D. Sharma, A new flavone from Gardenia gum Phytochemistry. ,vol. 16, pp. 399- ,(1977) , 10.1016/0031-9422(77)80078-2
Stella Christophoridou, Photis Dais, Li-Hong Tseng, Manfred Spraul, Separation and identification of phenolic compounds in olive oil by coupling high-performance liquid chromatography with postcolumn solid-phase extraction to nuclear magnetic resonance spectroscopy (LC-SPE-NMR). Journal of Agricultural and Food Chemistry. ,vol. 53, pp. 4667- 4679 ,(2005) , 10.1021/JF040466R
E.S. Waight, T.K. Razdan, B. Qadri, S. Harkar, Chromones and coumarins from skimmia laureola Phytochemistry. ,vol. 26, pp. 2063- 2069 ,(1987) , 10.1016/S0031-9422(00)81759-8
Alicia B. Gutierrez, Werner Herz, Bisabolones and other constituents of Mikania shushunensis Phytochemistry. ,vol. 27, pp. 3871- 3874 ,(1988) , 10.1016/0031-9422(88)83034-6
Patoomratana Tuchinda, Wilart Pompimon, Vichai Reutrakul, Manat Pohmakotr, Chalobon Yoosook, Natedao Kongyai, Samaisukh Sophasan, Kulawee Sujarit, Suchart E Upathum, Thawatchai Santisuk, Cytotoxic and anti-HIV-1 constituents of Gardenia obtusifolia and their modified compounds Tetrahedron. ,vol. 58, pp. 8073- 8086 ,(2002) , 10.1016/S0040-4020(02)00999-7
A.A.leslie Gunatilaka, Sarath R. Sirimanne, Subramaniam Sotheeswaran, H.T.Badra Sriyani, Flavonoids of Gardenia cramerii and G. fosbergii bud exudates Phytochemistry. ,vol. 21, pp. 805- 806 ,(1982) , 10.1016/0031-9422(82)83201-9