ChemInform Abstract: NITRARIA KOMAROVII ALKALOIDS. VIII. SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF NITRAMARIN ALKALOID

Tulyaganov, T. S.; Ибрагимов, А. А.; Yunusov, S. Yu.; Vakhabov, A. A.; Aminov, S. D.; Sultanov, Murodjon

doi:10.1002/chin.198524362

Cited by 3 publications

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“…Nitramarine ( 3 ) (Figure ) is a α-quinolinyl-β-carboline alkaloid, which was isolated from Nitraria komarovii plant by Tulyaganov et al in 1984 . It exhibits sleeping time pronging effect, hypotensive and spasmolytic activities .…”

Section: Resultsmentioning

confidence: 99%

A Formal Synthesis of Lavendamycin Methyl Ester, Nitramarine, and Their Analogues: A Povarov Approach

Ramesh

Nagarajan

2012

J. Org. Chem.

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Section: Resultsmentioning

confidence: 99%

A Formal Synthesis of Lavendamycin Methyl Ester, Nitramarine, and Their Analogues: A Povarov Approach

Ramesh

Nagarajan

2012

J. Org. Chem.

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“…2.6.2 Nitramarine Nitramarine (see 13) an alkaloid of Nitraria komorovii possesses hypotensive and spasmolytic activities (TULYAGANOV et al 1984). …”

Section: Ch3mentioning

confidence: 99%

Natural Agents and Extracts

Becker¹

1990

Pharmacology of Antihypertensive Therapeutics

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“…Of the hundreds of β-carboline-containing natural products, only a few contain different aryl or heteroaryl functionality at the 1-position, including eudistomins A, M, and U, nitraridine and nitramarine, and chaetogline F (Figure ). However, it is unclear what role these groups play in their observed biological activity. We have shown that eudistomin U has weak unspecific binding to DNA, but no detailed studies of this substitution pattern and its effect on bioactivity have been performed .…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Physicochemical Studies of Configurationally Stable β-Carboline Atropisomers

et al. 2022

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Axially chiral atropisomers have energetic barriers to rotation, ΔG rot, that prevent racemization of the respective enantiomers. We used computational modeling to develop a suite of 10 bio-inspired 1-aryl-β-carbolines with varying ΔG rot, from which a strong structure–activity relationship was observed for 2-substituted-1-naphthyl substituents. We then synthesized two of these atropisomers, 1d and 1f, by a four-step racemic synthesis and resolved the enantiomers via chiral chromatography. Racemization studies revealed experimental ΔG rot values of 39.5 and 33.0 kcal/mol for 1d and 1f, respectively, which were consistent with our computational results. These atropisomers exhibited long half-lives, which allowed for their physicochemical characterization and stereochemical assignment via UV–vis spectroscopy, fluorescence spectroscopy, electronic circular dichroism, and vibrational circular dichroism.

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ChemInform Abstract: NITRARIA KOMAROVII ALKALOIDS. VIII. SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF NITRAMARIN ALKALOID

Abstract: Nitramarin (IV), ein neues Alkaloid aus Nitraria komarovii Iljin et Lava (Gruppe Zygophyllaceae), wird durch Kondensation von Tryptamin (I) mit Chinaldinaldehyd (II) (aus Chinaldinund Selendioxid in 65 % Ausbeute) und anschließende Dehydrierung hergestellt.

Cited by 3 publications

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A Formal Synthesis of Lavendamycin Methyl Ester, Nitramarine, and Their Analogues: A Povarov Approach

A Formal Synthesis of Lavendamycin Methyl Ester, Nitramarine, and Their Analogues: A Povarov Approach

Natural Agents and Extracts

Design, Synthesis, and Physicochemical Studies of Configurationally Stable β-Carboline Atropisomers

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