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1.
An Acad Bras Cienc ; 74(2): 211-21, 2002 Jun.
Article in English | MEDLINE | ID: mdl-12098751

ABSTRACT

A convenient synthesis of the new enamine derivatives 2-(4-morpholinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 2-(1-piperidinyl)-3-(3-methyl-2-butenyl)-1,4-naphtalenedione and 2-(1-pyrrolidinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione was carried out from natural 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione (lapachol) and morpholine, piperidine and pyrrolidine. The structures of the products were established mainly by NMR analysis, including 2D experiments. Biological activities of these products were evaluated against Artemia salina, Aedes aegypti and cytotoxicity using A549 human breast cells.


Subject(s)
Amines/chemical synthesis , Antineoplastic Agents, Phytogenic/chemical synthesis , Naphthoquinones/chemical synthesis , Aedes/drug effects , Amines/pharmacology , Animals , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/therapeutic use , Artemia/drug effects , Breast Neoplasms/drug therapy , Drug Evaluation, Preclinical , Female , Humans , Magnetic Resonance Spectroscopy , Naphthoquinones/pharmacology , Tumor Cells, Cultured/drug effects
2.
An. acad. bras. ciênc ; 74(2): 211-221, June 2002. ilus, tab
Article in English | LILACS | ID: lil-314019

ABSTRACT

A convenient synthesis of the new enamine derivatives 2-(4-morpholinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 2-(1-piperidinyl)-3-(3-methyl-2-butenyl)-1,4-naphtalenedione and 2-(1-pyrrolidinyl)-3-(3-methyl-2-butenyl)-1,4-naphthalenedione was carried out from natural 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione (lapachol) and morpholine, piperidine and pyrrolidine. The structures of the products were established mainly by NMR analysis, including 2D experiments. Biological activities of these products were evaluated against Artemia salina, Aedes aegypti and cytotoxicity using A549 human breast cells


Subject(s)
Humans , Animals , Female , Amines , Antineoplastic Agents, Phytogenic , Naphthoquinones , Aedes , Amines , Antineoplastic Agents, Phytogenic , Artemia , Breast Neoplasms , Magnetic Resonance Spectroscopy , Naphthoquinones , Tumor Cells, Cultured
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