15-Isopimarene-8,18-diol

Active principles of Tetradenia riparia. I. Antimicrobial activity of 8(14),15-sandaracopimaradiene-7 alpha,18-diol.[Pubmed:3807389]

J Ethnopharmacol. 1986 Sep;17(3):269-75.

Tetradenia riparia is one of the most popular medicinal plants in Rwanda. Previously, several new substances have been isolated from the leaves of this plant, including a new diterpene diol, i.e. 8(14),15-sandaracopimaradiene-7 alpha,18-diol. This new diterpene diol exhibits significant antimicrobial activity against several bacteria and fungi. The minimum inhibitory concentration (MIC) of the substance for microorganisms which were inhibited ranged from 6.25 to 100 micrograms/ml.

Acute and neurotoxicity of two structurally related acetylenic compounds: 5,7,11-dodecatriyn-1-ol and 5,7,11,13-octadecatetrayne-1,18-diol.[Pubmed:3356863]

J Appl Toxicol. 1988 Feb;8(1):35-42.

Two structurally related acetylenic compounds, 5,7,11-Dodecatriyn-1-ol, (Compound A), and 5,7,11,13-Octadecatetrayne-1,18-Diol (Compound B), were evaluated in a tier I toxicology testing program as part of an ongoing research and development program. This battery of acute tests included acute oral, guinea pig maximization, photosensitization, dermal irritation, Ames and multiple genetic endpoint and a 2 week oral fetotoxicity study. Compound A was found to have an oral LD50 of 0.25 ml/kg, be an extreme dermal sensitizer, a mild dermal irritant (PDII of 1.7), and not mutagenic or fetotoxic in the tests employed. Compound B had an oral LD50 greater than 4 g/kg, was a moderate dermal sensitizer and mild dermal irritant (PDII of 1.4), was not mutagenic in the Ames test but weakly increased the incidence of SCEs and gene mutations in Chinese Hamster Ovary cells, and was not fetotoxic. Neither compound was found to be a photosensitizer, but during the course of the photosensitization study Compound A was found to cause neuromuscular signs (including hind limb paralysis) and a bilateral necrosis of the medulla oblongata in female guinea pigs. A similar lesion was found in female rats receiving a single oral dose of 0.25 ml/kg and in nonpregnant females dosed daily for two weeks at 0.03 ml/kg. Compound B was not found to produce any of these neurologic effects.

ent-5alpha,3,15-Dioxodolabr-4(18)-ene-16,18-diol.[Pubmed:21589075]

Acta Crystallogr Sect E Struct Rep Online. 2010 Oct 23;66(Pt 11):o2897-8.

The title compound, C(20)H(30)O(4), is a dolabrane diterpenoid isolated from Ceriops tagal, in which one of the three fused cyclo-hexane rings adopts a half-chair conformation and the other two are in the standard chair conformations. The hy-droxy-methyl-idene substituent is attached to the half-chair cyclo-hexane. An intra-molecular O-Hcdots, three dots, centeredO hydrogen bond generate an S(6) ring motif. In the crystal, mol-ecules are arranged into screw chains along the [001] direction. The crystal is stabilized by O-Hcdots, three dots, centeredO hydrogen bonds and weaker C-Hcdots, three dots, centeredO inter-actions.