de Almeida Pinto Bracarense Adriana, Ascari Jociani, de Souza Giovanni Gontijo, Oliveira Thays Silva, Ruano-González Antonio, Pinto Ana A, Boaventura Maria Amélia Diamantino, Takahashi Jacqueline Aparecida, Collado Isidro G, Durán-Patrón Rosa, Macías-Sánchez Antonio J
Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Av. Presidente Antônio Carlos, 6627, Belo Horizonte 31270-901, MG, Brazil.
Departamento de Química, Centro Federal de Educação Tecnológica de Minas Gerais, Av. Amazonas, 5253, Belo Horizonte 30421-169, MG, Brazil.
J Fungi (Basel). 2021 Dec 15;7(12):1079. doi: 10.3390/jof7121079.
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. In this paper, we report on the preparation of a series of alkoxy-clovane and -isocaryolane derivatives, some of them described here for the first time (, , -, and -); the evaluation of their antifungal properties against , and their phytotoxic activites on the germination of seeds and the growth of radicles and shoots of (lettuce). Both classes of compound show a correlation of antifungal activity with the nature of side chains, with the best activity against for , , and . In general terms, while 2-alkoxyclovan-9-ols (-) exert a general phytotoxic effect, this is not the case for 2-arylalkoxyclovan-9-ols (-) and 8-alkoxyisocaryolan-9-ols (-), where stimulating effects would make them suitable candidates for application to plants.
已证实克罗烷和异菖蒲烷衍生物对植物致病真菌表现出多种活性水平。这两类倍半萜让人联想到灰葡萄孢菌素（一种致病因子）的生物合成中间体。这两类抗真菌剂的进一步开发需要探索其对[具体真菌名称未给出]的抗真菌作用以及对模式作物的植物毒性作用的构效关系。在本文中，我们报告了一系列烷氧基 - 克罗烷和 - 异菖蒲烷衍生物的制备，其中一些在此首次描述（[具体化合物名称未给出]）；评估了它们对[具体真菌名称未给出]的抗真菌特性以及对[具体植物名称未给出]（生菜）种子萌发、胚根和芽生长的植物毒性活性。这两类化合物的抗真菌活性与侧链性质相关，[具体化合物名称未给出]对[具体真菌名称未给出]的活性最佳。一般来说，虽然2 - 烷氧基克罗烷 - 9 - 醇（[具体化合物名称未给出]）具有普遍的植物毒性作用，但2 - 芳基烷氧基克罗烷 - 9 - 醇（[具体化合物名称未给出]）和8 - 烷氧基异菖蒲烷 - 9 - 醇（[具体化合物名称未给出]）并非如此，它们的刺激作用使其适合用于植物。
