Components of the leaves of Haplophyllum ramosissimum

Chemistry of Natural Compounds
1990.0

Abstract

Continuing a systematic study of plants of the genus Haplophyllum, we have subjected to chemical investigation the leaves of H. ramosissimum Vved., gathered in the budding and incipient flowering phase in the Ustyurt desert near Kosbulak. The dry comminuted raw material (680 g) was extracted with methanol. The total alkaloids (0.35 g; 0.05% of the weight of the dry leaves) were obtained from the evaporated extract in the usual way, and their chromatography on silica gel gave the alkaloids evoxine (210 mg, mp 154-155°C methanol), methylevoxine (28 mg, mp 122-123°C ether), acetylevoxine (32 mg, mp 161-162°C acetone), and coumarins scoparone (30 mg, mp 141-142°C acetone) and obtusinin (20 mg, mp 140-141°C acetone). This is the first time obtusinin has been isolated from this plant. Chromatography of the neutral fraction of the methanolic extract on silica gel yielded coumarins scoparone (52 mg), obtusinin (30 mg), scopoletin (17 mg, mp 199-200°C acetone), and cinnamide (10 mg, mp 144-155°C), which was identical in spectral characteristics to a sample from Reseda luteola. All substances except cinnamide were identified by direct comparison with authentic samples. This is the first time cinnamide has been isolated from a plant of the family Rutaceae.

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