Synthesis, Fungitoxic Activity against and Phytotoxicity of Alkoxyclovanols and Alkoxyisocaryolanols.

Clovane and isocaryolane derivatives have been proven to show several levels of activity against the phytopathogenic fungus . Both classes of sesquiterpenes are reminiscent of biosynthetic intermediates of botrydial, a virulence factor of . Further development of both classes of antifungal agent requires exploration of the structure-activity relationships for the antifungal effects on and phytotoxic effects on a model crop.

Phytotoxic activity and metabolism of Botrytis cinerea and structure-activity relationships of isocaryolane derivatives.

Research has been conducted on the biotransformation of (8S,9R)-isocaryolan-9-ol (4a) and (1S,2S,5R,8S)-8-methylene-1,4,4-trimethyltricyclo[6.2.1.

In vitro antifungal activity of fatty acid methyl esters of the seeds of Annona cornifolia A.St.-Hil. (Annonaceae) against pathogenic fungus Paracoccidioides brasiliensis.

Introduction: Fatty acids are abundant in vegetable oils. They are known to have antibacterial and antifungal properties.

Methods: Antifungal susceptibility was evaluated by broth microdilution assay following CLSI (formerly the NCCLS) guidelines against 16 fungal strains of clinical interest.

Biotransformation of bioactive isocaryolanes by Botrytis cinerea.

The metabolism of the fungistatic agent (8R,9R)-8-methoxyisocaryolan-9-ol (4) by the fungus Botrytis cinerea has been investigated. Biotransformation of compound 4 yielded compounds 5 and 6-9. No dihydrobotrydial is observed after 4 days of incubation of compound 4.

Hydroxylation at carbon-2 of ent-16-oxo-17-norkauran-19-oic acid by Fusarium proliferatum.

A new product of biotransformation of ent-16-oxo-17-norkauran-19-oic acid (1) by Fusarium proliferatum was isolated and identified as a 2beta-hydroxy derivative (2). The structure of 2 was elucidated on the basis of spectroscopic data interpretation and single-crystal X-ray diffraction analysis. The allelopathic activity of compound 2 was evaluated on the growth of radicals and shoots of Lactuca sativa (lettuce).

Two new adjacent bis-tetrahydrofuran annonaceous acetogenins from seeds of Annona cornifolia.

Two new adjacent bis-THF annonaceous acetogenins, 9-hydroxyfolianin (1) and folianin B (2), together with two known acetogenins, asimicin (3) and bullatacin (4), significantly bioactives in brine shrimp lethality test, were isolated from seeds of Annona cornifolia A. St. Hil (Annonaceae).

Preparation and phytotoxicity of novel kaurane diterpene amides with potential use as herbicides.

Novel kaurane ditepene monoamides were synthesized in good yields directly from kaurenoic ( 1) and grandiflorenic ( 2) acids and unprotected symmetrical diamines, using a modified protocol for monoacylation. Amides from 1 and 2 and monoamines were also obtained and tested against seed germination and growth of radicle and shoot of Lactuca sativa (lettuce), at 10 (-3), 10 (-5), and 10 (-7) M. Amides from symmetrical diamines showed significant inhibitory activity at higher concentrations.