- A 7,8-dihydro-8-hydroxypalmatine from Enantia chlorantha
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7,8-dihydro-8-hydroxypalmatine, a novel protoberberine-type alkaloid, along with palmatine, has been isolated and characterized from an anti-HIV active extract from Enantia chlorantha. The structures of the two compounds were elucidated by spectroscopic analyses and from chemical evidence.
- Wafo, Pascal,Nyasse, Barthelemy,Fontaine, Catherine
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- Method for synthesizing benzophenanthridine and protoberberine alkaloids through modular diversity regulation and control
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The invention discloses a method for synthesizing benzophenanthridine and protoberberine alkaloids through modular diversity regulation and control. The method comprises the following steps: improving a substituent group of a high-iodine salt leaving group, generating pyridine alkyne under the action of relatively mild potassium tert-butoxide, and carrying out [4 + 2] cycloaddition reaction on the pyridine alkyne and diene to obtain polysubstituted isoquinoline ring precursor compounds. Ring opening and aromatization of the isoquinoline ring precursor are realized by developing a novel iridium-catalyzed cross-coupling method, polysubstituted isoquinoline ring compounds with connecting capacity are efficiently synthesized, and then the polysubstituted isoquinoline ring compounds are coupled with a high-activity polysubstituted cyclic boric acid to obtain 3-aryl isoquinoline high-grade intermediates. Through application of two different chemical principles, regulation and control of the 3-aryl isoquinoline high-grade intermediates are realized, and benzophenanthridine and protoberberine alkaloids are modularly, diversely and efficiently synthesized.
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- A General, Concise Strategy that Enables Collective Total Syntheses of over 50 Protoberberine and Five Aporhoeadane Alkaloids within Four to Eight Steps
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A concise, catalytic, and general strategy that allowed efficient total syntheses of 22 natural 13-methylprotoberberines within four steps for each molecule is reported. This synthesis represents the most efficient and shortest route to date, featuring three catalytic processes: CuI-catalyzed redox-A3 reaction, Pd-catalyzed reductive carbocyclization, and PtO2-catalyzed hydrogenation. Importantly, this new strategy to the tetracyclic framework has also been applied to the collective concise syntheses of >30 natural protoberberines (without 13-methyl group) and five aporhoeadane alkaloids.
- Zhou, Shiqiang,Tong, Rongbiao
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p. 7084 - 7089
(2016/05/19)
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- Compounds and Compositions for Modulating Lipid Levels and Methods of Preparing Same
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The present technology relates to compounds of Formulas I-VI and methods of making and using such compounds. Methods of use include prevention and treatment of hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, hepatic steatosis, and metabolic syndrome. Compounds disclosed herein also increase HDL-C, lower total cholesterol, LDL-cholesterol, and triglycerides and increase hepatic LDL receptor expression, inhibit PCSK9 expression, and activate AMP-activated protein kinase.
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Page/Page column 70
(2011/02/15)
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- Synthesis and antihyperglycemic evaluation of various protoberberine derivatives
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Various berberine derivatives (2-17) were synthesized and their antihyperglycemic activities were evaluated in a model of β-cell-membrane chromatography and a model of alloxan-induced diabetes mice. The results indicated that compounds 5 and 14 exhibited antihyperglycemic activity. Their structure-activity relationships were discussed.
- Bian, Xiaoli,He, Langchong,Yang, Guangde
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p. 1380 - 1383
(2007/10/03)
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