Long chain alkyl and alkenyl phenols from the roots of Ozoroa insignis

Abstract

O fracionamento biodirecionado do extrato etanólico das raízes da espécie Ozoroa insignis, colhida na Guiné-Bissau, conduziu ao isolamento de uma biblioteca de 41 compostos alquil-e alquenil-fenólicos, cujas estruturas foram elucidadas por RMN 1 H e 13 C, e CGEM. A localização das insaturações nas cadeias laterais dos alquenil-fenóis foi determinada por CGEM dos respectivos derivados metiltiolados. Bioassay-guided fractionation of the ethanolic root extract of Ozoroa insignis, collected in Guinea-Bissau, led to the isolation of a 41-member library of alkyl and alkenylphenols, whose structures were determined by 1 H and 13 C NMR, and GCMS. Determination of double-bond positions in the side chains of alkenylphenols were established by methylthiolation-GCMS.

Antibacterial and anti-inflammatory effects of Syzygium jambos L. (Alston) and isolated compounds on acne vulgaris

“…Additionally, the 13 C NMR spectra showed the signals at δ 176.3 (COOH), 163.5 (C-6), 147.7 (C-2), 135.3 (C-4), 122.7 (C-3) 115.8 (C-1) and 110.3 (C-5), also supported the presence six carbons and a carboxylic group constituting the backbone, although a few signals indicating the presence of long aliphatic chain could not be established. There are many anacardic acids that have been reported by previous researchers which differ in the length of side chain [ 17 , 18 ].Therefore, in the current study compound 2 is being reported as anacardic acid analogue with a side chain R. The ethanol leaves extract of S. jambos exhibited significant antibacterial activity against P. acnes ; therefore, it was decided to acquire three commercially known compounds namely; myricetin (yellow needles; m.p. 356–358°C), myricitrin (white powder; m.p.…”

Structure and antioxidant activity of phenolic compounds isolated from the edible fruits and stem bark ofHarpephyllum caffrum

“…Compounds 4b-4c have previously been isolated from the roots of Ozoroa insignis (Anacardiaceae). [8] However, to the best of our knowledge, compound 4a was not isolated before. The UV-VIS spectrum of compound 5 showed an absorption band at 290 nm comparable to that of cinnamic acid.…”

“…Compounds isolated from these trees include anacardic acid, cardols, cardanols, flavonoids, and triterpenoids. [7,8] Oxygen is essential to the survival of higher eukaryotes yet it can, at the same time, be inherently dangerous to their existence. A large body of evidence indicates that oxidative stress is involved in a wide variety of degenerative disorders and diseases.…”

Tirucallane triterpenes from the roots of Ozoroa insignis

“…(Anacardiaceae), a species with a wide range of healing properties, namely, in the treatment of diarrhea and venereal diseases, tapeworm and hookworm, schistosomiasis, kidney trouble, and for increasing lactation in women after childbirth (Burkill, 1985;Gelfand et al, 1985;Ndamba et al, 1994;Abreu et al, 1999;Mølgaard et al, 2001;He et al, 2002;Rea et al, 2000). In previous biological screening of O. insignis extracts, anthelmintic effect (Mølgaard et al, 2001), cytotoxic activity (Abreu et al, 1999;Rea et al, 2000), and topoisomerase inhibition (Wall et al, 1996) were reported, whereas phytochemical investigation led to the isolation of essential oils, cardanols, and anacardic acids (Ayedoun et al, 1998;He et al, 2002;Rea et al, 2000;Liu and Abreu, 2006). In this communication, we report the isolation of nine tirucallane triterpenes (1-9) from the roots of O. insignis, and their structure elucidation by spectroscopic methods.…”