Studies on Prostaglandins. VI. Synthesis of 16 (S)-Methyl-20-methoxy-PGE2 (YPG-209) having Oral Bronchodilator Activity and Its Analogs

Studies on Prostaglandins. VI. Synthesis of 16 (S)-Methyl-20-methoxy-PGE2 (YPG-209) having Oral Bronchodilator Activity and Its Analogs

16 (S)-Methyl-20-methoxy-PGE2 (YPG-209) (Is), 16 (R)-methyl-20-methoxy-PGE2 (IR) and several analogs, such as 16 (S)-methyl-20-methoxy-PGA2 (XIIIs) and -PGB2 (XIVs), 16-methyl-20-ethoxy-PGE2 (XXVIIa), 16-methyl-20-hydroxymethyl-PGE2 (XXVIa), 16-methyl-17-oxa-ω-dihomo-PGE2 (XXVIIIa) and 20-hydroxymet...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1980/05/25, Vol.28(5), pp.1422-1431
Hauptverfasser: IWAMOTO, HIDENORI, INUKAI, NORIYOSHI, YANAGISAWA, ISAO, ISHII, YOSHIO, TAMURA, TOSHINARI, SHIOZAKI, TETSUYA, TAKAGI, TOKUICHI, TOMIOKA, KENICHI, MURAKAMI, MASUO
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Bronchodilator Agents - chemical synthesis
Dinoprostone - analogs & derivatives
oral bronchodilator activity
Prostaglandins E, Synthetic - chemical synthesis
Prostaglandins E, Synthetic - pharmacology
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Zusammenfassung:16 (S)-Methyl-20-methoxy-PGE2 (YPG-209) (Is), 16 (R)-methyl-20-methoxy-PGE2 (IR) and several analogs, such as 16 (S)-methyl-20-methoxy-PGA2 (XIIIs) and -PGB2 (XIVs), 16-methyl-20-ethoxy-PGE2 (XXVIIa), 16-methyl-20-hydroxymethyl-PGE2 (XXVIa), 16-methyl-17-oxa-ω-dihomo-PGE2 (XXVIIIa) and 20-hydroxymethyl-PGE2 (XXX), were synthesized by Corey's procedure and their biological activities were investigated. Among these derivatives, IS and IR possessed potent oral bronchodilator activity ; the bronchoselectivity of IS was higher than that of IR.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.28.1422