(-) - ラソノライドAの簡潔な合成
Barry M Trost1, Craig E Stivala, Kami L Hull
1Department of Chemistry, Stanford University , Stanford, California 94305-5580, United States.
Journal of the American Chemical Society
|December 7, 2013
まとめ
研究者らは,強力な抗癌化合物であるラソノライドAの新しい,より短い合成を開発しました. この効率的な方法は,がん研究のためのこの貴重な分子を生産するための有望な経路を提供します.
科学分野:
- 有機化学 オーガニック・ケミストリー
- 薬用化学 薬用化学について
- 化学合成とは,化学合成というものです.
背景:
- ラソノリドAは,様々ながん細胞系に対する強力な抗がん作用が実証されている新しいポリケチドです.
- ラソノリドAの既存の合成経路は長く複雑で,アクセシビリティを制限しています.
研究 の 目的:
- (-) - ラソノリドAのより効率的でエナチオセレクティブな全合成を開発する.
- 以前報告された合成と比較して,全体的なステップ数を減らすために.
主な方法:
- アルキンを含んだ基板を主要な構成要素として利用するコンバージェント合成戦略を採用した.
- 主なステップには,ルテニウム触媒によるアルケン-アルキン結合と,複雑な分子断片を結合させるためのマクロラクトニゼーションが含まれていました.
- 合成は最長16の線形ステップと合計34のステップで完了しました.
主要な成果:
- (-) - ラソノライドA.のエナチオ選択的全合成が成功しました.
- 開発された合成は,既存の方法よりも大幅に短く,効率の大幅な改善を示しています.
- 戦略は,アルキン化学とクロスカップリング反応の効果的な使用を強調しています.
結論:
- 新型収束合成は, (-) - ラソノリドA.への効率的で短い経路を提供します.
- この改善された合成は,ラソノライドAのさらなる調査と潜在的な治療開発を容易にする.
- 合成戦略は,複雑なポリケチドへのアクセスのための貴重なプラットフォームを提供します.
関連する概念動画
Local Anesthetics: Chemistry and Structure-Activity Relationship
4.9K
Local anesthetics (LAs) are drugs that induce a temporary loss of sensation in a limited body area, preventing pain. Cocaine was the first local anesthetic discovered in the late 19th century. Cocaine is a benzoic acid ester obtained from the leaves of coca shrubs and was often used for its psychotropic effects. Cocaine was first isolated in 1860 by Albert Niemann. Sigmund Freud studied the physiological actions of cocaine. Carl Koller later introduced it into clinical practice in 1884 as a...
4.9K
Local Anesthetics: Mechanism of Action
4.4K
Local anesthetics (LAs) block sensory and motor impulses by inhibiting the sodium channels on the nerve cell membranes. This induces temporary loss of sensation, relieving pain in a specific body area.
Local anesthetics are amphiphilic molecules consisting of a hydrophobic aromatic part linked to a hydrophilic group by an ester or amide linkage. They are weak bases and are usually available as salts, which increases their solubility and stability. Once administered, LAs exist in the body either...
Local anesthetics are amphiphilic molecules consisting of a hydrophobic aromatic part linked to a hydrophilic group by an ester or amide linkage. They are weak bases and are usually available as salts, which increases their solubility and stability. Once administered, LAs exist in the body either...
4.4K
Local Anesthetics: Pharmacokinetics
1.5K
The potency and duration of action of local anesthetics (LAs) are determined by their pharmacokinetics. Pharmacokinetics describes how LAs are absorbed, distributed, metabolized, and eliminated from the body. When administered to the vascular tissues, LAs are quickly absorbed and enter the systemic circulation, reducing their localized effects. Adding vasoconstrictors such as epinephrine to LAs reduces their absorption into the systemic circulation, making them clinically effective. The...
1.5K
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
2.4K
Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.
2.4K
Local Anesthetics: Common Agents and Their Applications
1.3K
Local anesthetics (LAs) are commonly used for various applications in medical and dental procedures. Some of the common agents used are cocaine, lidocaine, and bupivacaine.
Cocaine is an ester of benzoic acid and methylecgogine. It is used to anesthetize and vasoconstrict locally. Currently, it is used primarily for topical applications. It is beneficial for surgeries on the upper respiratory tract, providing anesthesia and shrinking the mucosa. Cocaine in the form of cocaine hydrochloride is...
Cocaine is an ester of benzoic acid and methylecgogine. It is used to anesthetize and vasoconstrict locally. Currently, it is used primarily for topical applications. It is beneficial for surgeries on the upper respiratory tract, providing anesthesia and shrinking the mucosa. Cocaine in the form of cocaine hydrochloride is...
1.3K
Carboxylic Acid Derivatives: Overview
4.3K
Carboxylic acid derivatives are formed by replacing the hydroxyl group of carboxylic acids with a different functional group. The most common carboxylic acid derivatives are:
4.3K


