Schistosomicidal Activity of Dihydrobenzofuran Neolignans

Author(s)

Dias, Herbert J. ^[1] ; Patrocinio, Andressa B. ^[2] ; Pagotti, Mariana C. ^[3] ; Fukui, Murilo J. ^[3] ; Rodrigues, Vanderlei ^[2] ; Magalhaes, Lizandra G. ^[3] ; Crotti, Antonio E. M. ^[1]

Affiliation

^[1] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Ribeirao Preto, SP - Brazil

^[2] Univ Sao Paulo, Fac Med Ribeirao Preto, Dept Bioquim & Imunol, BR-14049900 Ribeirao Preto, SP - Brazil

^[3] Univ Franca, Nucleo Pesquisas Ciencias Exatas & Tecnol, BR-14404600 Franca, SP - Brazil

• Document type: Journal article
• Source: CHEMISTRY & BIODIVERSITY; v. 15, n. 7 JUL 2018.
• Web of Science Citations: 4

Abstract

We have evaluated the antischistosomal activity of synthetic dihydrobenzofuran neolignans (DBNs) derived from (+/-)-trans-dehydrodicoumaric acid dimethyl ester (1) and (+/-)-trans-dehydrodiferulic acid dimethyl ester (2) against adult Schistosoma mansoni worms invitro. Compound 4 ((+/-)-trans-4-O-acetyldehydrodiferulic acid dimethyl ester) displayed the most promising activity; at 200m, it kills 100 +/- 0% of worms after 24h, which resembles the result achieved with praziquantel (positive control) at 1.56m. The hydrogenation of the double bond between C7 and C8, the introduction of an additional methyl group at C3, and a double bond between C7 and C8 decreased the schistosomicidal activity of DBNs. On the other hand, the presence of the acetoxy group at C4 played an interesting role in this activity. These results demonstrated the interesting schistosomicidal potential of DBNs, which could be further exploited. (AU)

• FAPESP's process: 13/20094-0 - Evaluation of the anti-parasitary and insecticidal activities of benzofuran derivatives, and study of their gas-phase fragmentation reactions using tandem mass spectrometry
• Grantee: Antônio Eduardo Miller Crotti
• Support Opportunities: Regular Research Grants
• FAPESP's process: 09/12202-1 - Antischistosomal and antileishmanial in vitro activities of some dihydrobenzofuran lignans
• Grantee: Murilo de Jesus Fukui
• Support Opportunities: Scholarships in Brazil - Master
• FAPESP's process: 13/11164-4 - Evaluation of apoptosis induction on Schistosoma mansoni adult worm after exposure with curcumin
• Grantee: Lizandra Guidi Magalhães
• Support Opportunities: Regular Research Grants
• FAPESP's process: 16/24456-1 - Monoketo enone curcuminoids the treatment of schistosomiasis: an pre-clinical evaluation of schistosomicidal activity
• Grantee: Lizandra Guidi Magalhães
• Support Opportunities: Regular Research Grants
• FAPESP's process: 14/50265-3 - Distribution and metabolism of natural and synthetic xenobiotics: from the comprehension of reactional process to tissue imaging generation
• Grantee: Norberto Peporine Lopes
• Support Opportunities: BIOTA-FAPESP Program - Thematic Grants