Planta Med 2014; 80(07): 550-556
DOI: 10.1055/s-0034-1368441
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Effects of 7-Hydroxycalamenene Isolated from Croton cajucara Essential Oil on Growth, Lipid Content and Ultrastructural Aspects of Rhizopus oryzae

Mariana M. B. Azevedo*
1   Instituto de Química, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil
2   Instituto de Microbiologia Paulo de Góes, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil
,
Catia A. Almeida*
2   Instituto de Microbiologia Paulo de Góes, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil
,
Francisco C. M. Chaves
3   EMBRAPA Amazônia Ocidental, Manaus, AM, Brazil
,
Galba M. Campos-Takaki
4   Núcleo de Pesquisas em Ciências Ambientais, Departamento de Química, Universidade Católica de Pernambuco, Recife, PE, Brazil
,
Sonia Rozental
5   Instituto de Biofísica Carlos Chagas Filho, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil
,
Humberto R. Bizzo
6   EMBRAPA Agroindústria de Alimentos, Rio de Janeiro, RJ, Brazil
,
Celuta S. Alviano
2   Instituto de Microbiologia Paulo de Góes, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil
,
Daniela S. Alviano
2   Instituto de Microbiologia Paulo de Góes, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil
› Author Affiliations
Further Information

Publication History

received 22 January 2014
revised 14 March 2014

accepted 22 March 2014

Publication Date:
19 May 2014 (online)

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Abstract

The leaves and bark of Croton cajucara, a shrub from the Amazon region, have been used in folk medicine to treat diabetes, malaria, and gastrointestinal and liver disorders. The essential oil from the leaves, rich in linalool, presented antileishmanial and antimicrobial activities. A chemotype of this species was found with an essential oil rich in 7-hydroxycalamenene. During our studies of the C. cajucara essential oil, we isolated 7-hydroxycalamenene at > 98 % purity. The minimum inhibitory concentration of 7-hydroxycalamenene against Absidia cylindrospora, Cunninghamella elegans, Mucor circinelloides, Mucor circinelloides f. circinelloides, Mucor mucedo, Mucor plumbeus, Mucor ramosissimus, Rhizopus microsporus, Rhizopus oryzae, and Syncephalastrum racemosum ranged from 19.53 to 2500 µg/mL. The reference drug used, amphotericin B, presented a minimum inhibitory concentration ranging from 0.085 µg/mL to 43.87 µg/mL. 7-Hydroxycalamenene also altered spore differentiation and total lipid content. Ultrastructural analysis by transmission electron microscopy showed significant alterations in the cellular structure of R. oryzae.

* Mariana M. B. Azevedo and Catia A. Almeida contributed equally to this study.