Synthesis of (-)-15-deoxyspergualin and (-)-spergualin-15-phosphate

  • J Antibiot (Tokyo). 1982 Dec;35(12):1665-9. doi: 10.7164/antibiotics.35.1665.
H Iwasawa ,  S Kondo ,  D Ikeda ,  T Takeuchi ,  H Umezawa
PMID: 6926749 DOI: 10.7164/antibiotics.35.1665
Abstract

The method for chemical modification of spergualin with retention of the configuration at the C-11 has been achieved by the use of tetrahydropyranyl group for protection of the 11-hydroxyl group. (-)-15-Deoxyspergualin (2), which shows about eight times stronger inhibition against mouse leukemia L-1210 than the natural (-)-spergualin(1), and (-)-spergualin-15-phosphate(3) possessing a good antitumor activity have been synthesized starting from 1.

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