Chemoenzymatic Synthesis and Anti-Inflammatory Activity of Fatty Acid Amides Prepared from Bertholletia excelsa (Brazil Nut) Triglycerides

被引：7

作者：

Barata, Pedro H. S. ^{[1
]}

Sarquis, Icaro R. ^{[1
]}

Carvalho, Helison O. ^{[2
]}

Barros, Albenise S. ^{[2
]}

Rodrigues, Alex B. ^{[1
]}

Galue-Parra, Adan J. ^{[3
]}

Silva, Edilene O. ^{[3
,4
]}

Carvalho, Jos Carlos T. ^{[2
]}

Ferreira, Irlon M. ^{[1
,3
]}

机构：

[1] Univ Fed Amapa, Dept Ciencias Exatas & Tecnol, BR-68902280 Macapa, AP, Brazil

[2] Univ Fed Amapa, Dept Ciencias Biol & Saude, BR-68902280 Macapa, AP, Brazil

[3] Univ Fed Para, Inst Ciencias Biol, BR-66075110 Belem, Para, Brazil

[4] Inst Nacl Ciencia & Tecnol Biol Estrutural & Bioi, BR-21941902 Rio De Janeiro, RJ, Brazil

来源：

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2020年 / 31卷 / 08期

关键词：

direct aminolysis; biocatalysis; oleoylethanolamine; palmitoethanolamide; alkylamides; LARVICIDAL ACTIVITY; AMINOLYSIS; LIPASE; ENDOCANNABINOIDS; SOLVENT; OIL; FLUORESCENS; SURFACTANTS; DERIVATIVES; INHIBITORS;

D O I：

10.21577/0103-5053.20200041

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This study reports the synthesis of fatty acid amides (FAA), analogous to anandamide, prepared from Brazil nut oil (BNO), using Amano lipase from Pseudomonas fluorescens as a catalyst of direct aminolysis, with a good yield (95-68%). The anti-inflammatory effects of BNO and FAA were evaluated by the carrageenan-induced paw edema method. Analysis of the formation of edema showed that these FAA, at all dose used, significantly reduced the development of edema.

引用

页码：1557 / 1565

页数：9

共 50 条

[1] Fatty ethanolamide of Bertholletia excelsa triglycerides (Brazil nuts): anti-inflammatory action and acute toxicity evaluation in Zebrafish (Danio rerio)
Yesica Fernanda Quitian-Useche
Brenda Lorena Sánchez-Ortiz
Swanny Ferreira Borges
Benilson Ramos
Gisele Custódio de Souza
Mateus Alves Batista
Lorane Izabel da Silva Hage Melim
Irlon Maciel Ferreira
José Carlos Tavares Carvalho
Raphaelle Sousa Borges
Inflammopharmacology, 2021, 29 : 1519 - 1537
[2] Fatty ethanolamide of Bertholletia excelsa triglycerides (Brazil nuts): anti- inflammatory action and acute toxicity evaluation in Zebrafish (Danio rerio)
Quitian-Useche, Yesica Fernanda
Sanchez-Ortiz, Brenda Lorena
Borges, Swanny Ferreira
Ramos, Benilson
de Souza, Gisele Custodio
Batista, Mateus Alves
da Silva Hage Melim, Lorane Izabel
Ferreira, Irlon Maciel
Tavares Carvalho, Jose Carlos
Borges, Raphaelle Sousa
INFLAMMOPHARMACOLOGY, 2021, 29 (05) : 1519 - 1537
[3] NEW AMIDES OF PENTAACETYLGLYCYRRHIZIC ACID AND THEIR ANTI-INFLAMMATORY ACTIVITY
BALTINA, LA
DAVYDOVA, VA
TOLSTIKOVA, TG
ZARUDIY, FS
KONDRATENKO, RM
NASYROV, KM
LAZAREVA, DN
TOLSTIKOV, GA
KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1989, 23 (09): : 1067 - 1070
[4] Synthesis and study of anti-inflammatory activity of some novel cyclophane amides
Rajakumar, Perumal
Rasheed, A. Mohammed Abdul
Rabia, A. Iman
Chamundeeswari, D.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (23) : 6019 - 6023
[5] Evaluation of endogenous fatty acid amides and their synthetic analogues as potential anti-inflammatory leads
Dang, Hung The
Kang, Gyeoung Jin
Yoo, Eun Sook
Hong, Jongki
Choi, Jae Sue
Kim, Hyung Sik
Chung, Hae Young
Jung, Jee H.
BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (04) : 1520 - 1527
[6] SYNTHESIS AND ANTI-INFLAMMATORY ACTIVITY OF SOME AMIDES OF SALICYLIC-ACID - DERIVATIVES OF ALPHA-AMINOACIDS
DIVANYAN, NM
KAZARYAN, SA
GALSTYAN, LK
MNDZHOYAN, OL
SARKISYAN, VG
CHILINGARYAN, DG
APOYAN, NA
KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1978, 12 (09): : 45 - 48
[7] The synthesis and anti-inflammatory activity of quinopimaric acid derivatives
Kazakova, O. B.
Tret'yakova, E. V.
Smirnova, I. E.
Spirikhin, L. V.
Tolstikov, G. A.
Chudov, I. V.
Bazekin, G. V.
Ismagilova, A. F.
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2010, 36 (02) : 257 - 262
[8] The synthesis and anti-inflammatory activity of quinopimaric acid derivatives
O. B. Kazakova
E. V. Tret’yakova
I. E. Smirnova
L. V. Spirikhin
G. A. Tolstikov
I. V. Chudov
G. V. Bazekin
A. F. Ismagilova
Russian Journal of Bioorganic Chemistry, 2010, 36 : 257 - 262
[9] THE AMINO-ACID-SEQUENCE OF THE 2S SULFUR-RICH PROTEINS FROM SEEDS OF BRAZIL NUT (BERTHOLLETIA-EXCELSA HBK)
AMPE, C
VANDAMME, J
DECASTRO, LAB
SAMPAIO, MJAM
VANMONTAGU, M
VANDEKERCKHOVE, J
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1986, 159 (03): : 597 - 604
[10] Synthesis of phenolic amides and evaluation of their antioxidant and anti-inflammatory activity in vitro and in vivo
Lee, Ya-Ting
Hsieh, You-Liang
Yeh, Yen-Hung
Huang, Chih-Yang
RSC ADVANCES, 2015, 5 (104): : 85806 - 85815

← 1 2 3 4 5 →