Frutoic acid, a dimeric kaurane diterpene from Xylopia frutescens

Takahashi, Jacqueline A.; Boaventura, Maria Amélia D.; Bayma, Joaquim de Carvalho; Alaíde, B Oliveira

doi:10.1016/0031-9422(95)00264-8

Cited by 56 publications

(36 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Acutifloric acid (5) was isolated from the stem barks of X. acutiflora [25], and was identified as a dimer resulting from a DielsAlder condensation between 15-oxo-kaur-16-en-19-oic and labda-8(17),13,15-trien-19-oic. Phytochemical studies of the green fruits of X. amazonica and stem barks and leaves of X. frutescens resulted in the identification of amazonins B and A (6, 10) and frutoic acid (7), respectively [26,27]. In other studies, emarginatines A-D (8, 9, 11, 12) were isolated from the branches and stem barks of X. emarginata [26,28].…”

Section: Family Annonaceaementioning

confidence: 98%

“…Additionally, polifosate (25) and petiolate (26) were identified from C. polifolia and C. petioalaris, respectively, which are composed of two pimarane-type units [36,37]. Interestingly, bis-[ent-9-epi-labda-8(17),(12Z),14-trien-19-yl] malonate (27), a dimer composed of two labdane-type units, was also isolated from C. densifolia [38].…”

Section: Family Calceolariaceaementioning

confidence: 99%

See 1 more Smart Citation

Untitled

2016

Planta Med

View full text Add to dashboard Cite

Section: Family Annonaceaementioning

confidence: 98%

Section: Family Calceolariaceaementioning

confidence: 99%

Untitled

2016

Planta Med

View full text Add to dashboard Cite

“…33 Kaurenoic acid (3a) was isolated from Annona glabra 34 and xylopic acid (3b) was isolated from Xylopia frutescens. 35 Steviol (3c) was obtained from stevioside (3f) by reaction with NaIO 4 followed by treatment with base. 36 Isosteviol (4a) 37 and its derivatives 16-hydroxyisosteviol (4g), 38 isosteviol dnph (4f), 39 and isosteviol oxime (4b) 40 were prepared as described previously.…”

Section: Isolation Of Betulinic Acid and Steviolmentioning

confidence: 99%

Preparation of Derivatives of Betulinic Acid, Steviol and Isosteviol and Evaluation of Antitrypanosomal and Antimalarial Activities

Ullah

Baratto

Paula³

et al. 2016

Journal of the Brazilian Chemical Society

View full text Add to dashboard Cite

Derivatives of steviol, isosteviol and betulinic acid were prepared and tested in vitro against Plasmodium falciparum W2 (chloroquine-resistant) and Trypanosoma cruzi. The best results against P. falciparum were found for the betulinic acid ). The derivatives of betulinic acid were more selective to the parasite when compared with hepatoblastoma HepG2 A16 cells. The results showed that nitrophenylhydrazone derivatives of lupane and beyerane terpenes are promising prototypes of antimalarial agents. Among the compounds tested against T. cruzi the oxime of isosteviol was active against both epimastigote and trypomastigote forms of the parasite.

show abstract

“…Este gênero produz uma variedade de metabólitos incluindo alcalóides, amidas, lignóides, acetogeninas e terpenóides (Martins et al, 1999;Lajide et al, 1995;Wahl et al, 1995;ColmanSaizarbitoria et al, 1995;Takahashi et al, 1995), e têm sido investigados como fonte potencial de acetogeninas, compostos esses que apresentam uma ampla variedade de propriedades biológicas (Alali et al, 1999;Fang et al, 1993). Recentemente, Moreira et al(2013) efetuaram importante contribuição no estudo deste gênero destacando os principais grupos de metabólitos especiais encontradas em várias espécies de Xylopia.…”

Section: Introductionunclassified

Plantas do Gênero Xylopia: Composição Química e Potencial Farmacológico

Silva

Reis

Moura

et al. 2015

Rev. bras. plantas med.

View full text Add to dashboard Cite

RESUMO:A família Annonaceae possui representantes de grande interesse medicinal e o gênero Xylopia é um dos que merecem destaque. Composta por aproximadamente 160 espécies distribuídas na América do Sul, América central, África e Ásia, as espécies desse gênero podem ser arbustivas ou arbóreas. No Brasil são encontradas nas regiões Norte, Nordeste, CentroOeste e Centro Sul. Este gênero produz uma variedade de metabólitos incluindo alcalóides, amidas, lignóides, acetogeninas e terpenóides e têm sido investigados como fonte potencial de acetogeninas, compostos esses que apresentam uma ampla variedade de propriedades biológicas com destaque para: citotóxica, antitumoral, antiparasitária, antimicrobial, inseticida e antimalarial. Neste estudo, efetuou-se uma revisão das principais espécies de Xylopia encontradas no Brasil, já estudadas e descritas na literatura, abordando os aspectos químico-farmacológicos, destacando os constituintes químicos isolados bem como a ação farmacológica evidenciada. Palavras-chave:Xylopia, medicina popular, composição química, efeito farmacológico. ABSTRACT: Plants of the Xylopia Genus: Chemical Composition and PharmacologicalPotential. The family Annonaceae has representatives of great medical interest, and the Xylopia species deserves attention. The Xylopia genus is composed by approximately 160 species, with geographic distribution in tropical and subtropical regions of America, Africa and Asia. This genus can present shrubs or trees. In Brazil, they can be found at the North, North-west, Central-West and Central-South Regions. The phytochemical investigations resulted mainly in the isolation of alkaloids, diterpenos, quinolines and acetogenins, with the latter presenting very interesting biological properties such as the cytotoxic, antiprotozoal and the insecticide activities.This study aimed to review the botanical, chemical and pharmacological aspects of the Xylopia genus found in Brazil, highlighting the chemical components, as the well-known pharmacological effect .

show abstract

Frutoic acid, a dimeric kaurane diterpene from Xylopia frutescens

Cited by 56 publications

References 7 publications

Untitled

Untitled

Preparation of Derivatives of Betulinic Acid, Steviol and Isosteviol and Evaluation of Antitrypanosomal and Antimalarial Activities

Plantas do Gênero Xylopia: Composição Química e Potencial Farmacológico

Contact Info

Product

Resources

About