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1.
J Nat Prod ; 83(12): 3511-3518, 2020 12 24.
Article in English | MEDLINE | ID: mdl-33201703

ABSTRACT

Five new neocassane-like diterpenes (1-5) were isolated from the roots of Eragrostis plana. Their structures were elucidated by spectroscopic data, and the absolute configurations of the representative compounds neocassa-12(17),15-dien-3-one (2) and neocassa-12(13),15-diene-3,14-dione (5) were assigned by vibrational circular dichroism. The phytotoxic activity of compounds 3, 4, and 5 was evaluated against the germination and growth of Ipomoea grandifolia and Euphorbia heterophylla. Compound 4 exhibited the most potent activity for growth variables, resulting in the smallest radicle length of I. grandifolia and in the smallest aerial part length of E. heterophylla. Compound 5 reduced the germination speed index more effectively than the herbicide glyphosate (Roundup).


Subject(s)
Diterpenes/chemistry , Eragrostis/chemistry , Crystallography, X-Ray , Molecular Structure , Plant Roots/chemistry , Spectrum Analysis/methods
2.
J Nat Prod ; 72(8): 1516-9, 2009 Aug.
Article in English | MEDLINE | ID: mdl-19639965

ABSTRACT

Phytochemical investigation of a methanolic extract of the stem of Guatteriopsis friesiana afforded two new 7,7-dimethylaporphine alkaloids, 6,6a-dihydrodemethoxyguadiscine (1) and guatteriopsiscine (3), together with demethoxyguadiscine (2), liriodenine (4), corypalmine (5), and coreximine (6). Their structures were elucidated on the basis of spectroscopic methods (UV, IR, EIMS, HRESIMS, 1D/2D NMR). The absolute configurations of 1 and 3 were determined from the circular dichroism curves. The presence of 7,7-dimethylaporphine alkaloids in this species is important for the chemotaxonomy of Guatteriopsis. Antimicrobial activity of compounds 1-5 was investigated, and 4 showed activity against Rhodococcus equi, with a MIC value of 10 microg x mL(-1).


Subject(s)
Alkaloids/isolation & purification , Annonaceae/chemistry , Aporphines/isolation & purification , Rhodococcus equi/drug effects , Alkaloids/chemistry , Alkaloids/pharmacology , Annonaceae/classification , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Anti-Bacterial Agents/pharmacology , Aporphines/chemistry , Aporphines/pharmacology , Brazil , Microbial Sensitivity Tests , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Stems/chemistry
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