Cardanols from Leaves of Rhus thyrsiflora

Abstract

A mixture of 3-substituted alkyl- and alkenylphenols including nine new compounds (cardanols) was isolated from leaves of the Yemenian plant Rhus thyrsiflora (Anacardiaceae) and identified by GC-MS. The position of the double bond in the compounds bearing a monolefinic side chain was determined by their typical MS fragmentation patterns after hydroxylation and trimethylsilylation.

Characterisation of alkylphenols in pistachio (Pistacia vera L.) kernels

“…to hypothesize that peak 9 could be 3-(8,11-pentadecadienyl) phenol (Paramashivappa et al, 2001;Phani Kumar et al, 2002;Strocchi & Lercker, 1979) and peak 12 could be 3-(10,14-heptadecadienyl) phenol. The composition of the pistachio cardanols is very different from other plant species: usually, only four compounds are found in cashew, all with a C-15 alkyl chain (Paramashivappa et al, 2001;Phani Kumar et al, 2002;Strocchi & Lercker, 1979;Tyman et al, 1981); two C-15 cardanols are reported in Semecarpus vitiensis (Pramono et al, 1985), C-15 and C-17 in Rhus vernicifera, an Anacardiacea (Du, 1990), a C-11 and a C-13 in Knema hookeriana (Alen et al, 2000), a C-15 and two C-17 in Ginkgo biloba (Tan et al, 2001) and nine different compounds in another Anacardiacea, Rhus thyrsiflora (Franke et al, 2001).…”

“…The cardanols were also found in other vegetable species (Alen et al, 2000;Du, 1990;Franke, Masaoud, & Schmidt, 2001;Pramono, Gleye, Moulis, Debray, & Stanislas, 1985;Tan, Shen, Wang, & Yu, 2001).…”

New Cytotoxic Alkyl Phloroglucinols fromProtorhus thouvenotii

“…Members of the Anacardiaceae family have been shown to contain derivatives of benzaldehyde and phenolic acids [2], [3], [4], and alkyl or alkylene derivatives of catechol, resorcinol, and phenol [5], [6], [7], [8]. Some of these natural products are reported to exhibit tyrosinase inhibitory [2], antibacterial and molluscicidal [3], IkBa kinase inhibitory [4], nematicidal [5], antithrombin [9], and antiplasmodial [10] properties.…”

Chemical constituents from the root bark of Ozoroa insignis

“…The present study reports the isolation of one oleaneane(1)and three lupane type triterpenoids (2-4), four anacardic acid[alk(en)yl-phenol] derivatives (5-8), and one flavone (9) for the first time from the root bark of O. insignis. Interestingly, compounds 1, 2 and 4 were characterized for the first time from the genus Ozoroa and have been isolated from the genus Rhus of the same family (Franke et al, 2001;Gu et al, 2007;Lee et al, 2005). This finding confirms that the genera Ozoroa and Rhus are closely related taxonomically.…”