STEREOCHEMISTRY OF STRICTIC ACID AND RELATED FURANODITERPENES FROM CONYZA JAPONICA AND GRANGEA MADERASPATANA

DOI: 10.1016/S0031-9422(00)80338-6

Source and publish data:

Phytochemistry p. 391 - 398 (1984)

Update date:2022-08-02

Topics:

Authors:

Pandey, Umesh C.

Singhal, Ashok K.

Barua, Nabin C.

Sharma, R. P.

Baruah, Jogendra N.

et al. et al.

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Article abstract of DOI:10.1016/S0031-9422(00)80338-6

Extraction of Conyza japonica gave strictic acid, ent-2β-hydroxy-15,16-epoxy-3,13(16),14-clerodatrien-18-oic acid and 5,7-dihydroxy-3,8,4'-trimethoxyflavone.Extraction of Grangea maderaspatana gave (-)-hardwickiic acid, ent-15,16-epoxy-1,3,13(16),14-clerodatetraen-18-oic acid and 3-hydroxy-8-acetoxypentadeca-1,9,14-trien-4,6-diyne.The structure of ent-2β-hydroxy-15,16-epoxy-3,13(16),14-clerodatrien-18-oic acid was deduced by spectroscopic methods and by partial synthesis from (-)-hardwickiic acid and the stereochemistries of strictic acid and ent-15,16-epoxy-1,3,13(16),14-clerodatetraen-18-oic acid were established by correlation with ent-2β-hydroxy-15,16-epoxy-3,13(16),14-clerodatrien-18-oic acid. - Keywords: Conyza japonica; Grangea maderaspatana; Compositae; Astereae; strictic acid; clerodanes; 5,7-dihydroxy-3,8,4'-trimethoxyflavone; 3-hydroxy-8-acetoxy-pentadeca-1,9,14-trien-4,6-diyne.

Full text of DOI:10.1016/S0031-9422(00)80338-6

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