14-Deoxy-12-hydroxyandrographolide

Nat Prod Commun. 2012 Apr;7(4):485-6.

A new diterpene from the leaves of Andrographis paniculata Nees.[Pubmed: 22574448]

METHODS AND RESULTS:
Phytochemical investigation of the methanolic extract of the leaves of Andrographis paniculata Nees yielded a minor, new diterpene, 21-nor-3,19-isopropylidine-14-deoxy-ent-labda-8(17),13-dien-16,15-olide (1), together with five known labdane type diterpenes, andrographolide 3, 14-deoxyandrographolide 4, 14-Deoxy-12-hydroxyandrographolide 5, 14-deoxy-11,12-dihydroandrographolide 6, neoandrographolide 7, and two acids, cinnamic acid 8, and ferulic acid 9. The chemical structures were established by spectroscopic analyses, including 1D- and 2D-NMR spectroscopic experiments, and on the basis of HR-ESI MS analyses.
CONCLUSIONS:
The methanolic extract of the leaves exhibited moderate antibacterial and antifungal activities at a dose of 200 microg/mL in comparison with the reference standards.

J Biomed Biotechnol. 2012;2012:876458.

Cardiovascular activity of labdane diterpenes from Andrographis paniculata in isolated rat hearts.[Pubmed: 22536026]

The dichloromethane (DCM) extract of Andrographis paniculata Nees was tested for cardiovascular activity.
METHODS AND RESULTS:
The extract significantly reduced coronary perfusion pressure by up to 24.5 ± 3.0 mm Hg at a 3 mg dose and also reduced heart rate by up to 49.5 ± 11.4 beats/minute at this dose. Five labdane diterpenes, 14-Deoxy-12-hydroxyandrographolide (1), 14-deoxy-11,12-didehydroandrographolide (2), 14-deoxyandrographolide (3), andrographolide (4), and neoandrographolide (5), were isolated from the aerial parts of this medicinal plant.
CONCLUSIONS:
Bioassay-guided studies using animal model showed that compounds, (2) and (3) were responsible for the coronary vasodilatation. This study also showed that andrographolide (4), the major labdane diterpene in this plant, has minimal effects on the heart.