<i>Ouratea</i> genus: chemical and pharmacological aspects

Fidelis, Queli C.; Ribeiro, Tereza A.N.; Araújo, Marcelo F.; Carvalho, Mario G. de

doi:10.1590/0102-695X20142413361

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Review • Rev. bras. farmacogn. 24 (1) • Jan-Feb 2014 • https://doi.org/10.1590/0102-695X20142413361 copy

Ouratea genus: chemical and pharmacological aspects

Authorship SCIMAGO INSTITUTIONS RANKINGS

Ouratea and the other genera of the Ochnaceae family are a rich source of flavonoids and biflavonoids. These can be used as chemotaxonomic markers of Ouratea. Some biflavonoids, as well as extracts of the Ouratea species show important biological activities, such as antitumour, antiviral, vasodilation, antimicrobial and DNA topoisomerase inhibition. On the other hand species of this genus are used in folk medicine for gastric distress, dysentery, and diarrhea; as an astringent, a tonic, and for the treatment of inflammation-related diseases. The information collected in this review attempts to summarise the phytochemical and biological activities studied in Ouratea species that may be helpful to guide researches, to undertake further investigation concerning the common properties of Ouratea species and evaluation as a source of active compounds.

Ouratea ; Folk medicine; Flavonoids; Biological activities

No.	Compounds	Plant	Part	Reference
1	apigenin	O. parviflora	Leaves	Araujo et al., 2011
2	5,4'-dihydroxy-3',5',7-trimethoxyflavone	O. castaneifolia	Stem	Nascimento et al., 2009
3	5,74'-trihydroxy-3',5'-dimethoxyflavone	O. cuspidata	Leaves	Suzart, 2007b
4	6-C-glucopyranosyl-luteolin	O. hexasperma	Leaves	Daniel et al, 2005
5	swertisin	O. hexasperma	Flower	Suzart et al., 2012
6	swertiajaponin	O. hexasperma	Flower	Suzart et al., 2012
7	vitexin	O. hexasperma	Flower	Suzart et al., 2012
8	orientin	O. hexasperma	Flower	Suzart et al., 2012
9	6"-O-acetylvitexin	O. gilgiana	Leaves	Njock et al., 2012
10	2"-O-acetyl-7-O-methylvitexin	O. turnarea	Leaves	Mbing et al., 2009
11	3'-O-methyl-quercetin	O. cuspidata	Stem	Suzart, 2007b
12	5,7,4'-trihydroxy-3'-methoxy-3-β-O-D-galactopyranosylflavone	O. cuspidata	Stem	Suzart, 2007b
13	gossypetin-3-O-β-galactopyranoside	O. parviflora	Leaves	Felicio et al., 2004
14	rutin	O. hexasperma	Flower	Suzart et al., 2012
15	quercetin-3-O-glucoside	O. hexasperma	Leaves	Daniel et al, 2005
16	6-β-β-dimethylallylkaempferol-7-O-β-glucoside	O. hexasperma	Branches	Carvalho et al., 2008b
17	6-β-β- dimethylallylaromadendrin-7-O-β-glucoside	O. hexasperma	Branches	Carvalho et al., 2008b
18	5,4'-dihydroxy-7,5',3'-trimethoxy-isoflavone	O. ferruginea	Stem	Fidelis et al., 2012
19	7,3'-di-O-methylorobol	O. ferruginea	Stem	Fidelis et al., 2012
20	5-hydroxy-7,3'4'5'-tetramethoxy-isoflavone	O. ferruginea	Stem	Fidelis et al., 2012
21	piscigenin	O. ferruginea	Stem	Fidelis et al., 2012
22	4',5,7-trimethoxyisoflavone	O. hexasperma	Root	Moreira et al., 1994
23	lanceolone	O. turnarea	Leaves	Mbing et al., 2009
24	4',5-dimethoxy-6,7-methylenedioxyisoflavone	O. turnarea	Leaves	Mbing et al., 2009
		O. flava	Stem bark	Mbing et al., 2006
25	3'-methoxyirilone	O. flava	Stem bark	Mbing et al., 2006
26	3',6,8-trichloro-4',5-dihydroxy-7-methoxyisoflavone	O. semisserrata	Wood	Velandia et al., 1998b
		O. semisserrata	Branches	Velandia et al., 2002
27	3',5',6,8-tetrachloro-4',5-dihydroxy-7-methoxyisoflavone	O. semisserrata	Wood	Velandia et al., 1998b
		O. semisserrata	Branches	Velandia et al., 2002
28	epicatechin	O. ferruginea	Leaves	Fidelis et al., 2012
		O. hexasperma	Leaves	Daniel et al., 2005
29	(-)-3,3',5,5',7-pentahydroxy-4'-methoxyepicatechol	O. sp.	Root	Monache et al., 1967
30	catechin	O. sp.	Root	Monache et al., 1967
31	cianidin	O. affins	-	Gartlan et al., 1980
		O. calantha	-	Gartlan et al., 1980
32	amentoflavone	O. aquatica	Leaves	Lima et al., 2006
		O. castaneifolia	Leaves	Nascimento et al., 2009
		O. cuspidata	Leaves	Suzart et al;., 2007b
		O. elongata	Leaves	Bikobo et al., 2009
		O. ferruginea	Leaves	Fidelis et al., 2012
		O. gilgiana	Leaves	Njock et al., 2012
		O. microdonta	Leaves	Carvalho et al., 2008a
		O. multiflora	Leaves	Felicio et al., 2001a
		O. parviflora	Leaves	Araujo et al., 2011
		O. semisserrata	Leaves	Velandia et al., 2002
		O. staudtii	Leaves	Zintchem et al., 2007
		O. sulcata	Leaves	Pegnyemb et al., 2005
		O. turnarea	Root	Zintchem et al., 2008
		O. zenkeri	Leaves	Mbing et al., 2009
33	bilobentin	O. elongata	Leaves	Bikobo et al., 2009
		O. staudtii	Leaves	Zintchem et al., 2007
34	sequoieflavone	O. ferruginea	Leaves	Fidelis et al., 2012
		O. elongata	Leaves	Bikobo et al., 2009
35	podocarpusflavone A	O. elongata	Leaves	Bikobo et al., 2009
		O. multiflora	Leaves	Carbonezi et al., 2007
		O. semisserrata	Leaves	Velandia et al., 2002
		O. semisserrata	Branches	Velandia et al., 2002
		O. staudtii	Leaves	Zintchem et al., 2007
36	7,7"-di-O- methylamenthoflavone	O. castaneifolia	Leaves	Nascimento et al., 2009
37	7",4'"-di-O-methylamenthoflavone-	O. multiflora	Leaves	Carbonezi et al., 2007
38	7,4'-di-O-metilamentoflavone	O. semisserrata	Leaves	Bosso, 2003
39	putraflavone	O. cuspidata	Leaves	Suzart, 2007b
40	heveaflavone	O. castaneifolia	Leaves	Nascimento et al., 2009
		O. multiflora	Leaves	Carbonezi et al., 2007
41	4',4"',7,7"-tetra-O-methylamenthoflavone	O. castaneifolia	Leaves	Nascimento et al., 2009
42	agathisflavone	O. gilgiana	Leaves	Njock et al., 2012
		O. hexasperma	Leaves	Daniel et al., 2005
		O. microdonta	Leaves	Carvalho et al., 2008a
		O. nigroviolacea	Leaves	Mbing et al., 2006
		O. parviflora	Leaves	Araujo et al., 2011
		O. staudtii	Leaves	Zintchem et al., 2007
		O. sulcata	Leaves	Pegnyemb et al., 2005
43	7"-O-methylagathisflavone	O. hexasperma	Leaves	Daniel et al., 2005
		O. microdonta	Leaves	Carvalho et al., 2008a
		O. parviflora	Leaves	Araujo et al., 2011
44	ouratine B	O. nigroviolacea	Leaves	Mbing et al., 2006
45	7,7"-di-O-methylagathisflavone	O. spectabilis	Leaves	Felicio et al., 1995
		O. parviflora	Leaves	Felicio et al., 2004
46	ouratine A	O. nigroviolacea	Leaves	Mbing et al., 2006
47	4"'-O-methylrobustaflavone	O. semisserrata	Leaves	Bosso, 2003
48	(6→6")-bigenkwanin	O. spectabilis	Leaves	Felicio et al., 1995
49	lanaraflavone	O. semisserrata	Leaves	Velandia et al., 2002
50	7-O-methyllanaraflavone	O. semisserrata	Leaves	Velandia et al., 2002
51	7,4'"-di-O-methyllanaraflavone	O. semisserrata	Leaves	Velandia et al., 2002
52	7,7"-di-O-methyllanaraflavone	O. hexasperma	Leaves	Daniel et al., 2005
53	ochnaflavone	O. staudtii	Leaves	Zintchem et al., 2007
54	zenkeriane A	O. zenkeri	Leaves	Mbing et al., 2009
55	zenkeriane B	O. zenkeri	Leaves	Mbing et al., 2009
56	rhusflavone	O. zenkeri	Leaves	Mbing et al., 2009
57	sulcatone A	O. sulcata	Leaves	Pegnyemb et al., 2005
58	3-hydroxy-2,3-dihydroapigenyl-(C-4'-O→C-3')-dihydrokaempferol	O. sulcata	Leaves	Pegnyemb et al., 2005
59	3-hydroxy-4',5,7-trimethoxyflavone-(C-6-O→ C-8")-3"-hydroxy-3"',4"',5",7"-tetramethoxyflavone	O. multiflora	Leaves	Carbonezi et al., 2007
60	hexasperma A	O. hexasperma	Root	Moreira et al., 1994
61	hexasperma B	O. hexasperma	Root	Moreira et al., 1994
62	hexasperma C	O. hexasperma	Root	Moreira et al., 1994
63	lophirone A	O. elongata	Leaves	Bikobo et al., 2009
		O. flava	Leaves	Mbing et al., 2003b
		O. flava	Stem bark	Mbing et al., 2003a
		O. staudtii	Leaves	Zintchem et al., 2007
		O. sulcata	Leaves	Pegnyemb et al., 2005
		O. turnarea	Leaves	Mbing et al., 2009
		O. zenkeri	Leaves	Mbing et al., 2009
64	lophirone G	O. flava	Leaves	Mbing et al., 2003b
65	flavumone A	O. flava	Stem bark	Mbing et al., 2003a
66	calodenin B	O. flava	Stem bark	Mbing et al., 2003a
		O. turnarea	Root	Zintchem et al., 2008
67	lophirone C	O. turnarea	Root	Zintchem et al., 2008
68	isolophirone C	O. turnarea	Root	Zintchem et al., 2008
69	flavumone B	O. flava	Stem bark	Mbing et al., 2003a
70	calodenin C	O. flava	Stem bark	Mbing et al., 2003a
71	proantocianidin A	O. sp.	Root	Oliveira et al., 1972
72	proantocianidin B	O. sp.	Root	Oliveira et al., 1972

No.	Compounds	Plant	Part	Reference
73	α-amirin	O. castaneifolia	Leaves	Nascimento et al., 2009
		O. cuspidata	Leaves	Suzart et al., 2007a
		O. microdonta	Leaves	Carvalho et al., 2008a
74	β-amirin	O. castaneifolia	Leaves	Nascimento et al., 2009
		O. cuspidata	Leaves	Suzart et al., 2007a
		O. microdonta	Leaves	Carvalho et al., 2008a
		O. nitida	Leaves	Estevam et al., 2006
75	lupeol	O. castaneifolia	Leaves	Nascimento et al., 2009
		O. cuspidata	Leaves	Suzart et al., 2007a
		O. flava	Leaves	Mbing et al., 2003b
		O. floribunda	Wood	Carvalho et al., 2000
		O. hexasperma	Branches	Carvalho et al., 2008b
		O. microdonta	Leaves	Carvalho et al., 2008a
		O. semiserrata	Leaves	Velandia et al., 2002
76	taraxerol	O. castaneifolia	Leaves	Nascimento et al., 2009
		O. castaneifolia	Stem	Nascimento et al., 2009
77	germanicol	O. castaneifolia	Leaves	Nascimento et al., 2009
78	friedelin	O. castaneifolia	Stem	Nascimento et al., 2009
		O. ferruginea	Leaves	Fidelis et al., 2012
		O. floribunda	Wood	Carvalho et al., 2000
		O. nitida	Leaves	Estevam et al., 2006
		O. parviflora	Leaves	Araujo et al., 2012
		O. semiserrata	Leaves	Velandia et al., 2002
79	3-β-friedelinol	O. castaneifolia	Stem	Nascimento et al., 2009
		O. ferruginea	Leaves	Fidelis et al., 2012
		O. floribunda	Wood	Carvalho et al., 2000
80	lupeone	O. ferruginea	Leaves	Fidelis et al., 2012
		O. flava	Leaves	Mbing et al., 2003b
81	3-β-O-acyl-olean-12-en-28-oic acid	O. hexasperma	Flower	Suzart et al., 2012
82	3,4-seco-friedelan-3-oic acid	O. nitida	Leaves	Estevam et al., 2006
83	lup-15,20(29)-dien-3β,28-diol	O. multiflora	Leaves	Felicio et al., 2001b
84	16α-hydroxykaurane	O. parviflora	Leaves	Felicio et al., 2004
85	16α-hydroxykaurane-19-oic	O. parviflora	Leaves	Felicio et al., 2004
86	16α,17-dihydroxykauran-19-oic acid	O. semiserrata	Leaves	Velandia et al., 1998a
87	sitosterol	O. castaneifolia	Leaves	Nascimento et al., 2009
		O. ferruginea	Leaves	Fidelis et al., 2012
		O. hexasperma	Branches	Carvalho et al., 2008b
		O. hexasperma	Flower	Suzart et al., 2012
		O. microdonta	Leaves	Carvalho et al., 2008a
		O. parviflora	Leaves	Araujo et al., 2012
		O. semiserrata	Leaves	Velandia et al., 2002
		O. semiserrata	Branches	Velandia et al., 2002
88	stigmasterol	O. castaneifolia	Leaves	Nascimento et al., 2009
		O. ferruginea	Leaves	Fidelis et al., 2012
		O. hexasperma	Branches	Carvalho et al., 2008b
		O. hexasperma	Flower	Suzart et al., 2012
		O. microdonta	Leaves	Carvalho et al., 2008a
		O. nigroviolacea	Leaves	Mbing et al., 2006
		O. parviflora	Leaves	Felicio et al., 2004
		O. semiserrata	Leaves	Velandia et al., 2002
		O. semiserrata	Branches	Velandia et al., 2002
		O. sulcata	Leaves	Pegnyemb et al., 2005
89	campesterol	O. ferruginea	Leaves	Fidelis et al., 2012
		O. hexasperma	Branches	Carvalho et al., 2008b
		O. parviflora	Leaves	Araujo et al., 2012
90	3-O-β-glycopyranosylsitosterol	O. ferruginea	Leaves	Fidelis et al., 2012
		O. gilgiana	Leave	Njock et al., 2012
		O. hexasperma	Branches	Carvalho et al., 2008b
		O. hexasperma	Flower	Suzart et al., 2012
91	3-O-β-glycopyranosylstigmasterol	O. ferruginea	Leaves	Fidelis et al., 2012
		O. sulcata	Leaves	Pegnyemb et al., 2005

No.	Compounds	Plant	Part	Reference
92	7-oxostigmat-5-en-3β-ol	O. semiserrata	Branches	Velandia et al., 2002
93	7-oxostigmata-5,22-dien-3β-ol	O. semiserrata	Branches	Velandia et al., 2002
94	eudesmin	O. semisserrata	Branches	Velandia et al., 2002
95	epieudesmin	O. semisserrata	Branches	Velandia et al., 2002
96	6,9-dihydroxymegastigma-4,7-dien-3-one	O. parviflora	Leaves	Araujo et al., 2012
		O. semisserrata	Leaves	Velandia et al., 2002
97	tocopherol	O. parviflora	Leaves	Araujo et al., 2012
		O. semisserrata	Leaves	Velandia et al., 2002
98	1β-O-(4-hydroxybenzoyl)-β-D-glucopyranoside	O. semisserrata	Leaves	Velandia et al., 2002
99	1β-O-(4-hydroxyphenyl)-6-O-(4-methoxycinamoyl)-D-glucopyranoside	O. semisserrata	Leaves	Velandia et al., 2002
100	1β-O-(4-hydroxyphenyl)-6-O-(4-hydroxybenzoyl)-D-glucopyranoside	O. parviflora	Leaves	Felicio et al., 2004
		O. semisserrata	Leaves	Velandia et al., 2002
101	a-D-glucopyranose	O. semisserrata	Leaves	Velandia et al., 2002
102	β-D-glucopyranose	O. semisserrata	Leaves	Velandia et al., 2002
103	methyl-β-D-glycopyranoside	O. cuspidata	Stem	Suzart et al., 2007a
104	methyl myoinositol	O. hexasperma	Leaves	Moreira et al., 1999
105	aquilegiolide	O. reticulata	Root bark	Manga et al., 2001
106	menisdaurilide	O. reticulata	Root bark	Manga et al., 2001
107	atranorin	O. floribunda	Wood	Carvalho et al., 2000
108	serotobenine	O. gilgiana	Leaves	Njock et al., 2012
		O. turnarea	Root	Zintchem et al., 2008
109	syringic acid	O. gilgiana	Leaves	Njock et al., 2012
		O. ferruginea	Leaves	Fidelis et al., 2012
110	syringic aldehyde	O. ferruginea	Stem	Fidelis et al., 2012
111	2,6-dimethoxyhydroquinone	O. ferruginea	Stem	Fidelis et al., 2012
112	ferulic aldehyde	O. ferruginea	Stem	Fidelis et al., 2012
113	vanillic acid	O. ferruginea	Stem	Fidelis et al., 2012
114	1-hydroxy-2-methoxy-4-(1E-3- hydroxy-1-propenyl)-benzene	O. ferruginea	Stem	Fidelis et al., 2012
115	3,5-dimethoxy-4-hydroxydihydrocinamaldehyde	O. ferruginea	Stem	Fidelis et al., 2012
116	2,6-dimethoxybenzoquinone	O. ferruginea	Stem	Fidelis et al., 2012
117	4-methoxy-2,5-dihydroxy-benzoic acid	O. microdonta	Leaves	Carvalho et al., 2008a
118	p-hydroxybenzoic acid ethyl ester	O. nitida	Leaves	Estevam et al., 2006
119	detracosan	O. nitida	Leaves	Estevam et al., 2006
120	6,10,14-trimethyl-2- pentadecanone	O. nitida	Leaves	Estevam et al., 2006
121	methyl ester of lauric acid	O. nitida	Leaves	Estevam et al., 2006
122	ethyl ester of lauric acid	O. nitida	Leaves	Estevam et al., 2006
123	methyl ester of myristic acid	O. nitida	Leaves	Estevam et al., 2006
124	ethyl Ester of myristic acid	O. nitida	Leaves	Estevam et al., 2006
125	methyl ester of palmitic acid	O. nitida	Leaves	Estevam et al., 2006
126	ethyl ester of palmitic acid	O. nitida	Leaves	Estevam et al., 2006
127	methyl ester of stearic acid	O. nitida	Leaves	Estevam et al., 2006
128	ethyl ester of stearic acid	O. nitida	Leaves	Estevam et al., 2006
129	methyl ester of pentadecanoic
130	methyl ester of heptadecanoic
131	methyl ester of beenic
132	methyl ester of lignoceric
133	n-butyl stearate
134	methyl ester of oleic acid	O. nitida	Leaves	Estevam et al., 2006
135	ethyl ester of oleic acid	O. nitida	Leaves	Estevam et al., 2006
136	methyl ester of arachidonic	O. nitida	Leaves	Estevam et al., 2006
137	ethyl ester of linoleic acid	O. nitida	Leaves	Estevam et al., 2006

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[1] Corresponding author. E-mail: queli@ufrrj.br (Q.C. Fidelis).