Flavonoids from Psychotria serpens L., a Herbal Medicine with Anti-Cancer Activity
DOI:
https://doi.org/10.6000/1929-2279.2015.04.02.3Keywords:
Psychotria serpens L., anti-cancer, flavonoids.Abstract
In clinical, Psychotria serpens L. was often substitute for Caulis trachelospermi to treat cancer in China. Meanwhile, EtOAc and n-BuOH fractions of MeOH extract of P. serpens L. show power activity against H460, HepG2, Hela, and PC9/GR cell lines, and no toxic effects against normal 16HBE cell lines. In order to search significant anti-cancer active leading compounds, sevenetin (5), rutin (6), kaempferol-3- flavonoids, quercetin (1), tamarixetin-3-O-rutinoside (2), quercetin 3-O-(2G-β-D-xylopyranosy-lrutinoside) (3), kaempferol (4), tamarixO- rutino- side (7) were isolated from P. serpens L., and their structures were identified through spectroscopic techniques including NMR (1D and 2D) and MS. 2-5 were the first isolated from genus Psychotria. All of compounds were the first isolated from P. serpens.
References
Shen BA. Idenification of Chinese Traditional Drug Luoshiteng and Some Obscure of Its Species[J]. China Journal of Chinese Materia Medica 1993; 18(9): 521-523, 573.
Delectis Florae Reipublicase Pepularis Sinicase Agendae Acdemiae Sinicase Edita Flora Reipublicase Popularis Sinicase[B], Beijing: Science and Technology Press 2004; 72: 47.
Guangdong Food and Drugs Administration, Standard of Traditional Chinese Medicine of Guangdong[B]. Guangdong: Guangdong Science and Technology Press 2004; 1: 12.
Schultes RE, Raffauf RF Eds. The Healing Forest[B]; Portland OR: Dioscorides Press 1990; 392.
Zhang CX, Peng GT, He XX, Lin CZ, Xiong TQ, Den JW, Zhao ZX, Zhu CC. Chemical Constituents of Psychotria sp. (I) [J]. Acta Science Natural University Sunyatseni 2010; 49: 22-25.
Zhang CX, Peng GT, He XX, Zhu CC, Den JW, Wei YL. Progress in Chemical Constituents and Bioactivities of Psychotria[J]. Natural Products Research & Development; 2011; 23: 571-576, 581.
Zhang CX, He XX, Guang SY, Zhong Y, Lin CZ, Xiong TQ, Zhu CC. New sphingolipid psychotramide A-D from the stem of Psychotria sp.[J]. Natural Product Research 2012; 26(10): 1864-1868. http://dx.doi.org/10.1080/14786419.2011.617747
Zhang CX, Zhang DM, Chen MF, Guan SY, Yao JH, He XX, Lei LF, Zhong Y, Wang ZF, Ye WC. Antiproliferative Triterpenoid Saponins from the Stem of Psychotria sp.[J]. Planta Medica 2013; 79: 978-986. http://dx.doi.org/10.1055/s-0032-1328650
Ye HC, Zheng XH, Wang YM, Peng GT, Su XJ, Lei LF, Zhang CX. Saponins from the Stem of Psychotria sp[J]. Acta Science Natural University Sunyatseni 2014; 53(1): 93-97.
Yu DQ, Yang JS. Handbook of Analytical Chemistry (seventh volumes), Nuclear magnetic resonance spectroscopy analysis[M]. Chemical Industry Press, Beijing 1999; P818.
Qiu SX, Zhang ZX, Zhou J. The Flavonol Co nstituents of Cynanchum thesioides var. australe[J]. Acta Botan Yunnanica 1990; 12(2): 227-228.
Price KR, Colquhoun IJ, Barnes KA, Rhodes MJC. Composition and Content of Flavonol Glycosides in Green Beans and Their Fate during Processing[J]. Journal of Agricultural Food & Chemistry 1998; 46: 4898-4903. http://dx.doi.org/10.1021/jf980687v
Luo YP, Zhao XT, Wang L, Yang XD, Zhao JF, Li L. Chemical constituents from Litsea rubescens[J]. Chinese Traditional and Herbal Drugs 2010; 41(8): 1258-1260.
Liu BL, Zhang T, Zhang XQ. Chemical constituents of Laggera Pterodont[J]. China Journal of Chinese Materica Medicine 2010; 35(5): 602-606.
Xu QM, Shi F, Xu LZ, Yang SL, Li GQ. Studies on flavonoids in the leaves of Uvaria kweichowensis[J]. Journal of Shenyang Pharmaceutical University 2006; 23(5): 277-279.
Russo M, Palumbo R, Tedesco I. Quercetin and anti-CD95 (Fas/Apol) enhance apoptosis in HPB-ALL cell line[J]. FEBS Letters 1999; 462(3): 322-328. http://dx.doi.org/10.1016/S0014-5793(99)01544-6
Ranelletti FO, Maggiano N, Serra FG, Ricci R, Larocca LM, Lanza P, Scambia G, Fattorossi A, Capelli A, Piantelli M. Quercetin inhibits p21-RAS expression in humn colon cancer cell lines and in primary colorectal tumors[J]. International Journal of Cancer 2000; 85(3): 438-445. http://dx.doi.org/10.1002/(SICI)1097-0215(20000201)85:3<438::AID-IJC22>3.0.CO;2-F
Ogata S, Miyake Y, Yamamoto K. Apoptosis induced by the flavonoid from lemon fruit (Citrus limon BURM. f.) and its metabolites in HL-60 cells[J]. Bioscience Biotechnology and Biochemistry 2000; 64(5): 1075-1078. http://dx.doi.org/10.1271/bbb.64.1075
Qiu W, Zhao J, Lu YH, Zhao JX, Wang YL, Lei YH. Kaempferol-induced apoptosis in human small cell lung cancer H446 cells[J]. Chinese Pharmacological Bulletin 2011; 27(10): 1422-1425.
Ding XY, Li B, Cheng GF. A preliminary study on the anti- inflammatory mechanism of asperuloside [J]. Chinese Pharmacologist 2010; 27(2): 48-49.
Atia TN, Shagufta P, Afshan B, Afshan B, Itrat F, Abdul M, Rasool BT. Aitchisonide A and B, new iridoid glucosides from Aitchisonia rosea[J]. Journal of Asian Natural Products Research 2009; 11(11): 985- 989. http://dx.doi.org/10.1080/10286020903347914
Chen YH, Zhou KY, Yuan HX. Research development on bioactivity of Kaempferol on[J]. Guangdong Medical Journal 2010; 31(8): 1064-1066.