Diterpenoids from Dypterix odorata

Godóy, Ronoel Luiz de Oliveira; Lima, Patrícia D. de D. B.; Pinto, Ângelo C.; Neto, Francisco Radler de Aquino

doi:10.1016/0031-9422(89)80073-1

Cited by 13 publications

(1 citation statement)

References 6 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Chemical studies on this plant revealed the presence of anthocyanin [2], alkaloids [3][4][5][6], triterpenoids [7], essential oils [8], isoflavonoids [9], and benzofuran [10]. In the course of our study on the biological active compounds from tropical medicinal plants, a new pimarane-type diterpenoid (1) named sucupiol and nine known furanocassane-type diterpenoids, vouacapane (2) [11], 7-hydroxyvouacapane (3) [12], 7acetoxyvouacapane (4) [12], 6-hydroxyvouacapane (5) [13], 6acetoxyvouacapane (6) [13], sucutinirane F (7) [14], sucutinirane E (8) [14], 6, 7-diacetoxyvouacapane (9) [15], and 6, 7diacetoxyvouacapane-14-al (10) [15] were isolated from the seeds of B. virgilioides. In this paper, we report the structure of 1, which is regarded as an important intermediate for the biosynthesis of furanocassane-type diterpenoids.…”

mentioning

confidence: 90%

A New Pimarane-type Diterpenoid from the Seeds of Bowdichia virgilioides

Kubo

Uemura

Harada

et al. 2016

Natural Product Communications

View full text Add to dashboard Cite

A new pimarane-type diterpenoid, sucupiol (1), and nine known furanocassane-type diterpenoids, vouacapane (2), 7-hydroxyvouacapane (3), 7-acetoxyvouacapane (4), 6-hydroxyvouacapane (5), 6-acetoxyvouacapane (6), sucutinirane F (7), sucutinirane E (8), 6, 7-diacetoxyvouacapane (9), and 6, 7-diacetoxyvouacapane-14-al (10), were isolated from the seeds of Bowdichia virgilioides and their structures were elucidated by using 2D NMR data. The isolation of 1 provides evidence to support the presence of intermediate A in the course of biosynthesis of furanocassane-type diterpenoids.

show abstract

mentioning

confidence: 90%

A New Pimarane-type Diterpenoid from the Seeds of Bowdichia virgilioides

Kubo

Uemura

Harada

et al. 2016

Natural Product Communications

View full text Add to dashboard Cite

show abstract

Cassane‐Type Diterpenes from the Seeds of Caesalpinia crista

Cheenpracha

Karalai

Ponglimanont

et al. 2006

Helvetica Chimica Acta

View full text Add to dashboard Cite

A new dimer 1 and two new cassane-type diterpenes 2 and 3, designated taepeenin J -L, were isolated from the seeds of Caesalpinia crista L. Compound 1 possesses a dimeric vouacapane skeleton. Their structures were elucidated on the basis of spectroscopic analysis.Introduction. -Caesalpinia crista L., known locally as Taepee in Thai, is a climber distributed from India and Ceylon through most of Southeast Asia to the Ryu-Kyu Islands, Queensland, and Caledonia [1]. In the preceding paper, we isolated taepeenin A -I and nortaepeenin A and B from the stems and roots of C. crista [2]. As a continuation of our study on this plant, we now report the isolation of a new dimer 1 and of two new cassane-type diterpenes 2 and 3 along with three known compounds, (5a,8b)-vouacapane (4) [3], (5a,6b,8b)-vouacapan-6-ol (5) [4], and (5a)-vouacapa-8(14),9(11)-diene (6) [5] from the seeds of C. crista 1 ).

show abstract

Phenolic Derivatives from Fruits of Dipteryx lacuniferaDucke and Evaluation of Their Antiradical Activities

Vieira

Sotssa

Cavalheiro

et al. 2008

Helvetica Chimica Acta

View full text Add to dashboard Cite

The fruits of Dipteryx lacunifera, known as fava de morcego and garampara, comprise pleasant tasting kernels that contain high amounts of fatty acids (mainly oleic acid) and are commonly consumed by inhabitants of the northeast of Brazil. In the present study, the crude EtOH extract of the fruit kernels was separated into hexane-, Et 2 O-, AcOEt-, and H 2 O-soluble fractions. The Et 2 O fraction was found to exhibit the highest 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity in vitro, and was subjected to further fractionation. Column chromatography over silica gel and Sephadex LH-20, followed by preparative HPLC-C 18 , afforded (À)-eriodictyol (1), (À)-butin (2), luteolin (3), 3',4',7trihydroxyflavone (4), butein (5), and sulfuretin (6). The antiradical activities of compounds 1, 2, 4, and 6, together with the positive controls rutin, butylated hydroxy toluene (BHT), and tert-butylhydroquinone (TBHQ), were evaluated with the DPPH assay and were found to decrease in the order rutin > 4 > 1 > 6 > 2 > TBHQ > BHT.Introduction. -Various classes of metabolites have been isolated from members of the genus Dipteryx (family Leguminosae-Papilionoideae) including coumarins, isoflavones, fatty acids, triterpenoids, and furanocassane diterpenoids [1 -7]. Kernels of the fruits of Dipteryx lacunifera Ducke, a species that is widely distributed in the northeast of Brazil, where it is popularly known as fava de morcego or garampara, are prized for their pleasant flavor, high energy content, and anti-oxidant activities [8] [9]. In previous studies, the fruits of this species have been found to contain sesquiterpenoids [1], furanocassane diterpenoids and fatty acids [1] [9], but no information is available concerning the occurrence of the polar constituents that are associated with its antiradical properties.Free radicals are known to play a key role in biological damage and are implicated in the etiology of several degenerative conditions such as rheumatoid arthritis, coronary arterial disease, diabetes, and cancer. The consumption of various plant products, including vegetables, fruits, and herbal medicines, possessing radical-scavenging activities is apparently associated with low risk for these diseases [10 -13]. In the present study, an activity-guided fractionation of an Et 2 O-soluble fraction obtained from a crude ethanolic extract of fruit kernels of D. lacunifera was conducted, and four 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging flavonoids were isolated and identified. Since the fruits are already accepted for human consumption in Brazil, the

show abstract

Diterpenoids from Dypterix odorata

Cited by 13 publications

References 6 publications

A New Pimarane-type Diterpenoid from the Seeds of Bowdichia virgilioides

A New Pimarane-type Diterpenoid from the Seeds of Bowdichia virgilioides

Cassane‐Type Diterpenes from the Seeds of Caesalpinia crista

Phenolic Derivatives from Fruits of Dipteryx lacuniferaDucke and Evaluation of Their Antiradical Activities

Contact Info

Product

Resources

About