cucurbitane and Neoplasms

I have an opportunity to have co-operative studies with Chinese group of Kunming Institute of Botany. Since then, I have investigated the chemical constituents of a number of Chinese plants of Araliaceae, Umbelliferae, Labiatae, Cucurbitaceae and other families. This review describes the structural elucidation of the cucurbitane, oleanane and dammarane glycosides, and their biological activities under the joint studies on cucurbitaceous plants, Bolbostemma, Hemsleya, Siraitia and Neoalsomitra species. New oleanane glycosides having novel cyclic structure were isolated from Bolbostemma paniculatum. The potent solubilizing effect of these compounds was investigated. A number of cucurbitane glycosides were isolated from Hemsleya carnosiflora, H. panacis-scandens, Siraitia grosvenorii and S. siamensis. Some of these glycosides taste sweet, bitter or tasteless. The structure-taste relationships of the glycosides of a 3-alpha-hydroxy-cucurbit-5-ene-type triterpene have been discussed. Anti-tumor-promotion effects as well as the ecdysteroid agonist and antagonist activities of these cucurbitane glycosides were investigated. New dammarane glycosides were isolated from Neoalsomitra integrifoliola.

Topics: Animals; Cell Division; Cucurbitaceae; Dammaranes; Dose-Response Relationship, Drug; Ecdysteroids; Glycosides; Humans; Micelles; Molecular Conformation; Neoplasms; Neovascularization, Physiologic; Oleanolic Acid; Solubility; Structure-Activity Relationship; Taste; Triterpenes; Tumor Cells, Cultured

Two new cucurbitane glycosides, hemslepenside A (1) and 16,25-O-diacetyl-cucurbitacin F-2-O-β-d-glucopyranoside (3), one new cucurbitacin, 16-O-acetyl-cucurbitacin F (2), along with three known cucurbitane compounds, were isolated from the roots of Hemsleya penxianensis. The structures of 1-6 were established on the basis of extensive spectroscopic and chemical methods. The isolated compounds were evaluated for their cytotoxic activities against different three human cancer cell lines, with IC50 values in the low microgram range.

Topics: Antineoplastic Agents, Phytogenic; Cell Line, Tumor; Cucurbitaceae; Glycosides; Humans; Neoplasms; Plant Roots; Triterpenes