Chemical Constituents from Melastoma dodecandrum

Abstract

Abstract:

Fifteen compounds were isolated from the ethanol extract of Melastoma dodecandrum. Their structures were elucidated as 4-O-β-D-glucopyranosyl-3,3',4'-tri-O-methylellagic acid (1), quercetin 3-robinobioside (2), 8-C-glucopyranosyl-5,7,3',4'-tetrahydroxyflavone (3), 3-O-β-D-glucopyranosyloxy-4',5,7-trihydroxy flavone (4), 6-C-galactopyranosyl-4',5,7-trihydroxyflavone (5), 3-hydroxy-22(29)-hopen-23-oic acid (6), 2,3-dihydroxy-9(11)-fernen-23-oic acid (7), 3β-sitosterol laminaribioside (8), gingerglycolipid B (9), 3-O-β-D-galactopyranoside-glycerol1-alkanoates (10), daucosterol (11), β-sitosterol (12), octacosanol (13), tetracosanoic acid (14), and tetratriacontane (15) on the basis of spectroscopic analysis and comparison of their spectral data with those of reported. All compounds were isolated from this plant for the first time.

Key words: Melastoma dodecandrum, flavonoids, chemical constituents

YANG Dan, MA Qing-Yun, LIU Yu-Qing, DING Zhong-Tao, ZHOU Jun, ZHAO You-Xing. Chemical Constituents from Melastoma dodecandrum[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2010, 23(6): 940-944.

References

1 Li GX,Song FY,Wu FH,et al.Determination of quercetin in Melastoma dodecandrum by RP-HPLC.West China Journal of Pharmaceutical Sciences,2007,22:455-456.
2 Zhang C,Fang YX.Studies on the Chemical Constituents of Chinese Herb Melastoma dodecandrum.China Journal of Chinese Materia Medica,2003,28:429-431.
3 Zhang C,Fang YX.Studies on the Chemical Constituents of Melastoma dodecandrum（I）.Chinese Traditional and Herbal Drugs, 2003,34:1078-1079.
4 Massiot G,Chen XF,Lavaud C,et al.Saponins from stem bark of Petersianthus macrocarpus.Phytochemistry,1992,
31:3571-3576.
5 Pakulsk G,Budzianowski J.Ellagic acid derivatives and naphthoquinones of Dionaea muscipula from in vitro cultures. Phytochemistry,1996,4:775-778.
6 Khac DD,Tran-Van S,Campos AM,et al.Ellagic compounds from Diplopanax stachyanthus.Phytochemistry,1990,
29:251-256.
7 Wenkert E,Hugo E.Gottlieb.Carbon-13 nuclear magnetic resonance spectroscopy of flavonoid and isoflavonoid compounds. Phytochemistry,1977,16:1811-1816.
8 Barberá O,Sanz JF,Sánchez-Parareda J,et al.Further flavonol glycosides from Anthyllis onobrychioides.Phytochemistry,1986,25: 2361-2365.
9 Webby RF,Markham KR.Flavonol 3-O-triglycosides from Actinidia species.Phytochemistry,1990,2:289-292.
10 Barend CB,Brandt BEV. Flavonoid analogues from Pterocarpus species.Phytochemistry,1987,26:531-535.
11 Kasahara H,Miyazawa M,Kameoka H. O-demethylation of 7,7′-epoxylignans by Aspergillus niger.Phytochemistry,1996,43: 1111-1113.
12 Park SH,Oh SR,Jung KY,et al.Acylated flavonol glycosides with anti-complement activity from Persicaria lapathifolia.Chem. Pharm.Bull,1999,47:1484-1486.
13 Kaneko T,Sakamoto M,Ohtani K,et al.Secoiridoid and flavonoid glycosides from Gonocaryum calleryanum. Phytochemistry,1995,39:115-120.
14 Murakami T.Uber die bestandteile der rhizome von woodwardia orientalis sw.Chem.Pharm Bull,1971,19: 25-30.
15 Lopes A,Villela CT,Kaplan MAC,et al.Moretenolactone, A β-lactone hopanoid from Ficus insipida.Phytochemistry,1993,34, 279-280.
16 Takahashi R,Chiang HC,Aimi N,et al.The structures of retigeric acids A and B from lichens of the Lobaria retigera group. Phytochemistry,1972,11:2039-2045.
17 Iribarren AM,Pomilio AB.Sitosterol 3-O-β- -xylopyranoside from Bauhinia candicans.Phytochemistry,1984,23:2087-2088.
18 Murakami N,Morimoto T,Imamura H,et al.Enzymatic transformation of glyceroglycolipids into sn-1 and sn-2 lysoglyceroglycolipids by use of Rhizopus arrhizus lipase.1991,50:1993-2002.
19 Yoshikawa M,Hatakeyama S,Taniguchi K,et al.Hisashi matda and johji yamahara.Chem Pharm Bull,1992,40:2239-2241.
20 Zhang RL,Sun XC,Li WX,et al.Isolation and idebtification of chemical constituents of Polygonum perfoliatum.Shenyang Yaoke Daxue Xuebao,2008,25:105-107.

[1]	HUANG Ji-sheng, WANG Qiong, XU Zeng-lai, SHANG Guo-chu, LI Na, CHENG Zhi-hong. A review on chemical constituents and pharmacological activities of Chaenomeles sinensis [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(增刊1): 156-172.
[2]	KANG Qin-zhao, YE Zhang-kai, ZENG You-qin, TAN Yu-zhu, CHEN Hu-lan. Study on the chemical constituents from ethyl acetate extracts of Euscaphis japonica fruits and their inhibitory effect on HepG2 cells [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1472-1483.
[3]	WU Juan, GONG You-lan, TENG Jian-yu, WANG Ya-jing, FENG Min, ZHOU Si-qian, LONG Hong-ping. Chemical composition analysis of Fenghuang Xuecha based on UPLC-Q-TOF-MS/MS coupled with GNPS#br# [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1484-1498.
[4]	SUN Ru-ru, YANG Jing-ling, NAN Ze-dong, JIANG Zhi-bo, MA Xiao-li. Chemical constituents from the ethyl acetate extract of Cynanchum komarovii Al.Iljinski and their antioxidant and tyrosinase inhibitory activities [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1512-1518.
[5]	YAN Wen-si, ZHANG Yan, GU Pei-shan, ZENG Zi-qian, HE Xin, SU Xiang-dong, XUE Yong-bo. Chemical constituents from Fallopia cynanchoides (Hemsl.) Harald.var. cynanchoides [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1519-1527.
[6]	DAI De-cai, ZHANG Xiao-xiao, XU Xiao-juan, LI Zi-ang, DONG Ling-yan, CHEN Qing-xia, ZHANG Rui. Study on the compounds with α-glucosidase inhibitory activity from leaves of Ficus esquiroliana [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1537-1541.
[7]	LYU Yun-ke, ZHENG Xuan, ZHANG Ju, CUI Shi-zhan, WANG Ming-xue, ZHOU Chun-ling, JIA Dong-sheng. Effect of total flavonoids from Forsythia suspensa leaf on zebrafish ulcerative colitis [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(8): 1279-1287.
[8]	LI Ru, CHEN Xue-lin, WANG Han-lei, ZHANG Zhen-nan, ZHAO Xia, ZHANG Ku, ZHANG Yu-mei. Chemical constituents from roots of Adina rubella and their α-glucosidase inhibitory activity [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(8): 1307-1319.
[9]	WANG Lan, ZENG Xi, YAO Hou-zong, YUAN Tao. Flavonoids from Rhododendron nivale and their antioxidant and anti-inflammatory activities [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(8): 1350-1356.
[10]	WANG Yang, XUE Jing-yi, LEI Yan, PAN Jie, YANG Chang, LI Yong-jun, MA Xue. Chemical constituents and anti-inflammatory activity of Pimpinella candolleana (Ⅱ) [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(8): 1357-1367.
[11]	ZHANG Ya-lun, ZHU Yan-jie, DAI Xiang-yang, WANG Xiao-lan, HAO Zhi-you, SUN Yan-jun, FENG Wei-sheng, CHEN Hui. Chemical constituents from the leaves of Cinnamomum cassia [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(7): 1142-1148.
[12]	ZHANG Yu, XIA Cheng-han, WU Jiang-ping, WANG Guo-dong, HAN Jun. Chemical constituents from Polygonatum cyrtonema Hua in Jiuhua Mountain and their anti-inflammatory activity [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(7): 1149-1157.
[13]	HE Fu-lin, HE Xi, LYU Jing-kun, XIE Yi, CHEN Xiao-ming. Chemical constituents of peptides from Selaginella prostrata and their neuroprotective activity [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(7): 1166-1174.
[14]	LIANG Lin, YUAN Xi2, XIAN Xiao-ya, ZHOU Xian-li, WANG Li-sheng, KUANG Tong-dong, LIANG Cheng-qin. Chemical constituents and anti-inflammatory activity of Talaromyces sp. W21 from Huixian Wetland in Guilin [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(7): 1175-1181.
[15]	PAN Hao, XUE Jin-feng, JIA Yao-yao, LU Ji-heng, YUAN Yu-jie, FENG Wei-sheng, WU Ya, XUE Gui-min. A new gemmarane-type sesquiterpenoid from Chrysanthemum indicum L. [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(6): 963-967.