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Structures of nagilactone a, b, c, and d, novel nor- and bisnorditerpenoids

✍ Scribed by Yûji Hayashi; Shigenobu Takahashi; Hisao Ona; Takeo Sakan

Publisher: Elsevier Science
Year: 1968
Tongue: French
Weight: 293 KB
Volume: 9
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)89746-4

No coin nor oath required. For personal study only.

✦ Synopsis

From the leaves and seeds of Podocarpus m, ZOLI. et MORITZI (l), we have isolated three nordlterpenoid dilactonea, nagilaotone A, B and C, and a bisnorditerpenoid dilactone, nagilactone D (TABLE I), and established their structures as I, II, III and IV:

The evidence is provided in this paper. TABLE Compound Molecular formula Nagilactone A (I) '19"24'6 Nagilactone B (II) '19"24'7 Nagilactone C (III) 'lgH22'7 Nagilactone D (IV) C18H2006 The IR and UV spectra (2) of nagilactone I. m.p. Co Jr, 305" (subl.) +88.fi0

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This accounts for 22 carbons and 23 protons. The three missing protons belong to 3 hydroxyl groups, which was confirmed by acetylation of 1 to form a triacetate [3, m/z 528 (M+)].