ChemInform Abstract: Structure of Prudomestin.

Abstract

3,5,7-Trihydroxy-8-methoxy-2-(4-methoxyphenyl)-4H1-benzopyran-4-one, C17H1407, M r = 330.3, triclinic, P1, a = 6.579 (5), b = 8.441 (7), c = 13.893 (14) A, a = 101.92 (9), fl = 103.38 (6), y = 97.44 (6) °, V = 721 A. 3, Z = 2, Dx = 1.52 g cm -3, Mo Ka radiation, A = 0.71069 A, /z = 1.2 cm-1, F(000) = 344, T = 200 K, R = 0.076 for 1534 unique observed [1/o-(/)_>2.0] reflections. The definitive structure of prudomestin is established by this investigation. The molecule is essentially planar with the methyl groups projecting above and below the plane. The major intermolecular force within a layer of molecules in the solid state results from hydrogen bonding. Introduction. Prunus domestica Linn. is the tree of the well-known fruit plum and grows ideally in the western temperate Himalayas and is cultivated for its fruit in India. Its fruits are used as a mild laxative and demulcent and, in combination with other drugs, they are used in leucorrhoea, irregular menstruation and debility following miscarriage (Chopra, Nayar & Chopra, 1956). The prudomestin used in this study 0108-2701/92/061090-03506.00 was extracted from the wood of Prunus domestica Linn. The objective of this investigation was to provide an unambiguous identification of the structure of prudomestin. Experimental. The prudomestin was isolated from the hot-water soluble portion of the benzene solubles of an alcoholic extract from the heartwood of Prunus domestica Linn. collected from Baramulla, Kashmir, India. The compound was recrystallized from chloroform-petrol and separated as yellow needles. Data were collected with a Siemens P3R3 fourcircle diffractometer in co-28 mode. The crystal was held at 200 K with an Oxford Cryosystems Cryostream Cooler (version 2.4); this temperature was chosen because the crystal diffracted rather poorly under ambient conditions. Maximum 20 was 50 ° with scan range _+ 0.7 ° (28) around the K a l Kot2 angles, scan speed 3-29 ° mini , depending on the intensity of the 2 s prescan; backgrounds were measured at each end of the scan for 0.25 of the scan time. hkl ranges were 0/7, 9/10, 15/15 (unique reflections only). Three standard reflections were © 1992 International Union of Crystallography V I R I N D E R S. P A R M A R et al. 1091 Table 1. Atomic coordinates (x 104) and equivalent isotropic thermal parameters (/~2 x 103) Ucq is defined as one third of the trace of the orthogonalized U U tensor.