synthesis of (+)-lasonolide a: (-)-lasonolide a is the biologically active enantiomer

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2003 Other bioactive products Other bioactive products U 1300 Synthesis of (+)-Lasonolide A: (-)-Lasonolide A is the Biologically Active Enantiomer. — Lasonolide A (I) is synthesized according to the established procedure. Surprisingly, this compound reveals much lower activities against the tumor cell lines tested than its (-)-enantiomer. Thus, it is concluded that the active and natural enanti- omer of lasonolide A is the (-)-enantiomer, in contrast to the reported optical rotation data for the natural and biologically active lasonolide A. — (LEE*, E.; SONG, H. Y.; JOO, J. M.; KANG, J. W.; KIM, D. S.; JUNG, C. K.; HONG, C. Y.; JEONG, S.; JEON, K.; Bioorg. Med. Chem. Lett. 12 (2002) 24, 3519-3520; Sch. Chem. Mol. Eng., Seoul Natl. Univ., Seoul 151-747, S. Korea; Eng.) — H. Hoennerscheid 12- 208

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2003 Other bioactive products

Other bioactive productsU 1300 Synthesis of (+)-Lasonolide A: (-)-Lasonolide A is the Biologically Active

Enantiomer. — Lasonolide A (I) is synthesized according to the established procedure. Surprisingly, this compound reveals much lower activities against the tumor cell lines tested than its (-)-enantiomer. Thus, it is concluded that the active and natural enanti-omer of lasonolide A is the (-)-enantiomer, in contrast to the reported optical rotation data for the natural and biologically active lasonolide A. — (LEE*, E.; SONG, H. Y.; JOO, J. M.; KANG, J. W.; KIM, D. S.; JUNG, C. K.; HONG, C. Y.; JEONG, S.; JEON, K.; Bioorg. Med. Chem. Lett. 12 (2002) 24, 3519-3520; Sch. Chem. Mol. Eng., Seoul Natl. Univ., Seoul 151-747, S. Korea; Eng.) — H. Hoennerscheid

12- 208