Planta Medica International Open 2017; 4(S 01): S1-S202
DOI: 10.1055/s-0037-1608063
Poster Session
Georg Thieme Verlag KG Stuttgart · New York

Major compounds of the anti-dengue active leaf methanol extracts from Faramea hyacinthina and Faramea truncata (Rubiaceae)

S Barboza Rodolfo
1   Universidade Federal do Rio de Janeiro, Instituto de Química, Av. Athos da Silveira Ramos 149, C.T, Bl. A, 21941 – 909, Rio de Janeiro, Brazil
,
MM Valente Ligia
1   Universidade Federal do Rio de Janeiro, Instituto de Química, Av. Athos da Silveira Ramos 149, C.T, Bl. A, 21941 – 909, Rio de Janeiro, Brazil
,
T Wolff
1   Universidade Federal do Rio de Janeiro, Instituto de Química, Av. Athos da Silveira Ramos 149, C.T, Bl. A, 21941 – 909, Rio de Janeiro, Brazil
,
A Miranda Iranaia
2   Universidade Federal do Rio de Janeiro, Instituto de Microbiologia Paulo Góes, Av. Carlos Chagas Filho 373, C. C. S, Bl. I, 21941 – 902, Rio de Janeiro, Brazil
,
SL Neris Rômulo
2   Universidade Federal do Rio de Janeiro, Instituto de Microbiologia Paulo Góes, Av. Carlos Chagas Filho 373, C. C. S, Bl. I, 21941 – 902, Rio de Janeiro, Brazil
,
M Gomes
3   Instituto de Pesquisas Jardim Botânico do Rio de Janeiro, R. Jardim Botânico 1008, 22470 – 180, Rio de Janeiro, Brazil
› Author Affiliations
Further Information

Publication History

Publication Date:
24 October 2017 (online)

 

The MeOH extracts from the species Faramea hyacinthina and F. truncata (Rubiaceae) have shown in vitro non-cytotoxity and anti-dengue virus serotype 2 (DENV2) activity in human hepatocarcinoma cell lineage (HepG2) [1]. The comparison of the HPLC-DAD profiles of these extracts with that of F. bahiensis showed the common presence of the bioactive flavanone isosakuranetin-7-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (1) [1,2]. The partition of the extracts between hexane:MeOH/H2O led to MeOH/H2O active fractions which when submitted to a previously developed RP-SPE method [3] allowed yielding in addition to compound (1), non-cytotoxic sub-fractions with different bioactivity profile. The C-18 CC of these sub-fractions led to the isolation of the diasteroisomeric epimer pair 2S + 2R of the new 5,3',5'-trihydroxy-flavanone-7-O-β-D-apiofuranosyl(1→6)-β-D-glycopiranoside (2a/2b) from F. hyacinthina;the known narigenin-7-O-β-D-apiofuranosyl(1→6)-β-D-glycopiranoside (3) from both species; the known rutin (4) and quercetin-4'-β-D-O-glucopiranosyl-3-O-rutinoside (5) from F. hyacinthina, and the known kaempferol-3-O-rutinoside (6), erythroxyloside A (7) and asperuloside (8) from F. truncata. Structural determinations were performed by NMR, HRMS, UV and OR. The presence of the bioactive flavanone (1) seems to play an important role in the anti-dengue activity of the species.

IPPN/UFRJ and FAPERJ.

[1] Barboza RS, Valente LMM, Nascimento AC, Miranda IA, Gomes M. Planta Med 2015; 81: 32.

[2] Nascimento AC, Valente LMM, Gomes M, Barboza RS, Wolff T, Neris RLS, Figueiredo CM, Assunção-Miranda I. Phytochem Lett 2017; 19: 220 – 225.

[3] Barboza RS, Valente LMM, Wolff T, Miranda IA, Neris RLS, Gomes M. Planta Med 2016; 82: 340.