A new lignan, (7′R,8′R)-threo-strebluslignanol-2-O-β-D-glucopyranoside, along with 8 known compounds (2–9) were isolated from the water-soluble part of the MeOH extract of the heartwood of Streblus asper. Their structures were elucidated through various spectroscopic methods, including 1D NMR (1H NMR, 13C NMR), 2D NMR (HMQC, HMBC, and NOESY), and HRMS. The stereochemistry at the chiral centers was determined using the CD spectrum, as well as analyses of coupling constants and optical rotation data. In the preliminary bioassay, the isolated compounds did not show anti-HBV activities in vitro using the HBV transfected HepG2.2.15 cell line.
LiJ, ZhangYJ, JinBF, SuXJ, TaoYW, SheZG, LinYC. (2008) 1H and 13C NMR assignments for two lignans from the heartwood of Streblus asper. Magnetic Resonance in Chemistry, 46, 497–500.
3.
SripanidkulchaiB, JunlatatJ, Wara-aswapatiN, HormdeeDJ. (2009) Anti-inflammatory effect of Streblus asper leaf extract in rats and its modulation on inflammation-associated genes expression in RAW 264.7 macrophage cells. Journal of Ethnopharmacology, 124, 566–570.
4.
MalikaIO. (2007) Recent advances in oxasteroids chemistry. Steroids, 72, 475–508.
5.
TripathiP, TomarR, JagannadhamMV. (2011) Purification and biochemical characterisation of a novel protease streblin. Food Chemistry, 125, 1005–1012.
6.
ChaturvediSK. (2006) Chemical analysis of Streblus asper Lour seeds. Acta Ciencia Indica, Chemistry, 32, 351–352.
7.
LuXW, LiJ, HuangCP, MengAP, ZhuSJ. (2009) Chemical constituents in leaves of Streblus asper. Guangxi Shifan Daxue Xuebao (Ziran Kexueban), 27, 61–64.
8.
LiJ, JinBF, ZhangYJ, SuXJ, HeXC, HuangY, HuangXS, LiaoRQ, LongB. (2011) The anti-HBV extract of Streblus asper and its extracting process. China patent, ZL200610022463.3.
9.
LiLQ, LiJ, HuangY, WuQ, DengSP, SuXJ, YangRY, HuangJG, ChenZZ, LiS. (2012) Lignans from the heartwood of Streblus asper and their inhibiting activities to hepatitis B virus. Fitoterapia, 83, 303–309.
10.
IshikawaT, FujimatuE, KitajimaJ. (2002) Water-soluble constituents of anise: New glucosides of anethole glycol and its related compounds. Chemical & Pharmaceutical Bulletin, 50, 1460–1466.
11.
FujimatuE, IshikawaT, KitajimaJ. (2003) Aromatic compound glucosides, alkyl glucoside and glucide from the fruit of anise. Phytochemistry, 63, 609–616.
12.
LiCH, ZhouHJ, YangXD, ZhaoJF, LiL. (2004) Chemical study on Cleidion brevipetiolatum. Tianran Chanwu Yanjiu Yu Kaifa, 16, 514–515.
13.
LyTN, YamauchiR, ShimoyamadaM, KatoK. (2002) Isolation and structural elucidation of some glycosides from the rhizomes of smaller galanga (Alpinia officinarum Hance). Journal of Agricultural & Food Chemistry, 50, 4919–4924.
14.
BylkaW, MatlawskaI. (1999) Flavonoids from Aquilegia vulgaris L. flowers. Acta Poloniae Pharmaceutica, 56, 241–244.
15.
HabtemariamS. (2008) Activity-guided isolation and identification of free radical-scavenging components from ethanolic extract of boneset (leaves of Eupatorium perfoliatum). Natural Product Communications, 3, 1317–1320.
16.
WojdyloA, OszmianskiJ. (2009) Bioactive compounds of selected fruit juices. Natural Product Communications, 4, 671–676.
