Metabolism of tomato steroidal glycosides in humans.

Pregnane glycosides have been isolated in small amounts, along with the major components furostanol and spirostanol glycosides, from Dioscoreaceae, Taccaceae, and Solanaceae, suggesting that pregnane glycosides might be biosynthesized from furostanol and spirostanol glycosides. Recently, commercial natural foods composed of diosgenin have been used for the treatment of diseases such as osteoporosis and premenstrual syndrome in women. It is anticipated that diosgenin would be metabolized into a type of steroidal hormone, for instance progesterone, however, this metabolism has not been confirmed. Therefore, we have examined the metabolites in the urine of subjects who ingested tomatoes, which contain a considerable amount of the steroidal glycoside esculeoside A. The occurrence of steroidal hormones in the metabolites has been recognized. It has been proven that when a steroidal glycoside is administered, it is partly metabolized into a type of steroidal hormone exhibiting various physiological activities.

[1]  T. Okawara,et al.  Facile conversion of 23-hydroxyspirosolane into pregnane , 2005 .

[2]  T. Nohara,et al.  Tomato steroidal alkaloid glycosides, esculeosides A and B, from ripe fruits , 2004 .

[3]  T. Nohara,et al.  Pregnane- and furostane-type oligoglycosides from the seeds of Allium tuberosum. , 2004, Chemical & pharmaceutical bulletin.

[4]  Z. Xiong,et al.  Two new pregnane glycosides from Dioscorea futschauensis R. KUNTH. , 2003, Chemical & pharmaceutical bulletin.

[5]  S. Kadota,et al.  Steroidal glycosides from the rhizomes of Dioscorea spongiosa. , 2003, Journal of natural products.

[6]  S. Yahara,et al.  Cytotoxic major saponin from tomato fruits. , 2003, Chemical & pharmaceutical bulletin.

[7]  H. Sakagami,et al.  Steroidal glycosides from the leaves of Cestrum nocturnum. , 2002, Journal of natural products.

[8]  Akihito Yokosuka,et al.  Steroidal and pregnane glycosides from the rhizomes of Tacca chantrieri. , 2002, Journal of natural products.

[9]  吉川 雅之 薬用食物の糖尿病予防成分 医食同源の観点から:医食同源の観点から , 2002 .

[10]  T. Nohara,et al.  Peculiar steroidal saponins with opened E-ring from Solanum genera plants , 2001 .

[11]  Q. K. Tran,et al.  New spirostanol steroids and steroidal saponins from roots and rhizomes of Dracaena angustifolia and their antiproliferative activity. , 2001, Journal of natural products.

[12]  T. Ikejima,et al.  Two novel furostanol saponins from the rhizomes of Dioscorea panthaica Prain et Burkill and their cytotoxic activity , 2001 .

[13]  M. Uyeda,et al.  Anti-herpes virus activity of Solanum steroidal glycosides. , 2000, Biological & pharmaceutical bulletin.

[14]  B. Cham,et al.  Topical treatment of pre-malignant and malignant skin cancers with curaderm , 1990 .

[15]  T. Nohara,et al.  Steroid Glycosides in Paris polyphylla SM. , 1973 .