Two new flavans from the trunk and leaves of Horsfieldia glabra

Abstract

Two new flavans, (2R, 4R)-4'-hydroxy-3',5'-methyl-6,7-methylenedioxy-4-O-2'-cycloflavan (1), and (2R, 4R)-4'-hydroxy-3'-methyl-6,7-methylenedioxy-4-O-2'-cycloflavan (2), along with six known compounds were isolated from the trunk and leaves of Horsfieldia glabra. Their structures were elucidated by means of extensive spectroscopic analysis. Compounds 1 and 2, together with 4-7 were assessed for their cytotoxicity against five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW-480), and the result showed that they had no activity.

Chromane Derivatives from Underground Parts of Iris tenuifolia and Their In Vitro Antimicrobial, Cytotoxicity and Antiproliferative Evaluation

“…On the basis of the above evidence, the planar structure of compound 2 was elucidated as 5-methoxy-6,7-methylenedioxy-4-O-2 -cycloflavan and considered as an unprecedented natural product. This spectroscopic data of compound 2 is somewhat similar to the literature values for the known 4-O-2 -cycloflavan core structures, possessing a different substitution pattern in aromatic A-and B-rings [7,13,14].…”

“…The coupling constant of anomeric proton J = 7.80 Hz indicated that the sugar was β-oriented. The 1 H and 13 C NMR spectroscopic data of aglycone of 9 were comparable with the literature values for the irilin A [17,18]. The only difference was occurred on C-2 , where OH group of irilin A was replaced by glucopyranosyl in 9.…”

“…HR-ESI-MS showed the [M + H] + peak at m/z 331.0825, corresponding to the molecular formula C 17 H 14 O 7 . 1 H NMR, 13 C NMR, and HSQC data of compound 10 closely resembled to that of 9, differing only on the absence of signals corresponding to a sugar moiety and different pattern on aromatic signals of B-ring (Table 2). The COSY correlation of a triplet at δ H 6.92 (1H, t, J = 7.9 Hz) with two doublets of doublets at δ H 7.03 (1H, dd, J = 1.3, 7.9 Hz) and 6.71 (1H, dd, J = 1.5, 7.8 Hz), and their HMBC correlations clearly indicated ortho-dihydroxyl substitution on B-ring.…”

“…Moniristenulide , d, J = 7.5 Hz, H-6 ), 7.19 (1H, t, J = 7.5 Hz, H-4 ), 6.88 (1H, overlap, H-5 ), 6.86 (1H, overlap, H-3 ), 6.31 (1H, s, H-8), 6.06 (2H, d, J = 6.9 Hz, -CH 2 -), 5.72 (1H, dd, J = 2.8, 13.1 Hz, H-2), 3.26 (1H, dd, J = 13.4, 17.1 Hz, H-3a), 2.74 (1H, dd, J = 2.9, 17.1 Hz, H-3b). 13 , d, J = 7.7 Hz, H-4 ), 6.69 (1H, t, J = 7.8 Hz, H-5 ), 6.11 (1H, d, J = 2.0 Hz, H-8), 6.08 (1H, d, J = 2.0 Hz, H-6), 5.73 (1H, dd, J = 2.8, 12.9 Hz, H-2), 3.79 (3H, s, 7-OCH 3 ), 3.23 (1H, dd, J = 12.9, 17.2 Hz, H-3a), 2.73 (1H, dd, J = 3.0, 17.2 Hz, H-3b). 13 (10 µg/mL in DMSO/MeOH 1:1) were used as reference substances against bacterial and fungal strains, respectively.…”

The complete chloroplast genome sequence of Horsfieldia amygdalina (Myristicaceae)

“…So far, H. amygdalina is reported on fatty acid ingredients (Hu et al. 2010 ; Xue and Fang 2012 ; Peng 2017 ), seed propagation (Hu et al. 2011 ), leaf traits variation (Hu et al.…”