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All Journal Indonesian Journal of Biotechnology Science and Technology Indonesia Jurnal Sains Teh dan Kina Communications in Science and Technology

Didin Mujahidin

Jurusan Kimia, Fakultas MIPA Institut Tehnologi Bandung

Author-ID : 323810

Agriculture, Biological Sciences & Forestry Biochemistry, Genetics & Molecular Biology Chemical Engineering, Chemistry & Bioengineering Computer Science & IT Engineering Environmental Science Immunology & microbiology Industrial & Manufacturing Engineering Materials Science & Nanotechnology Mechanical Engineering Physics

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Synthesis of 1-azabicyclo[3.2.2]nonane from cinchonidine Mujahidin, Didin; Hoffman, Hans Martin Rudolf
Jurnal Penelitian Teh dan Kina Vol 16, No 2 (2013)
Publisher : Research Institute for Tea and Cinchona

The 1-azabicyclo[3.2.2]nonane is a potent building block which have important bioÂlogicaly activities including for Alzheimer and ashmatic treatment. The skeleton can be accessed by rearrangement of quinuclidine ring in Cinchona alkaloids. The rearrangeÂment established three chiral center at C-2, C-3, and C-6. The rearrangement of quiÂnuclidine moiety to azabicyclic[3.2.2]nonana system of mesylated cinchonidine took place by hydrolysis in a mixture of acetoneâwater (1:1) with 47% yields. The structure determination of the product and its absolute configuration of chiral centers were estaÂblished by using spectroscopy data including, 1H NMR, 13C NMR, 1D NOE and HR-MS.

The oxidation reaction of quinine by potassium permanganate (KMnO4) Rosalina, Reny; Alni, Anita; Mujahidin, Didin; Santoso, Joko
Jurnal Penelitian Teh dan Kina Vol 18, No 2 (2015)
Publisher : Research Institute for Tea and Cinchona

Quinine was known widely as malarial drug and a bitter taste ini soft drink. Recently, quinine have been also applied in organo-catalysis process, separation and purification of chiral compounds from enantiomeric mixture by diasteromeric salt crystallization and chiral chromatography. Quinine contains various functional groups which easily transforms by oxidations. This research was to study the oxi-dation reaction of quinine by using potassium permanganate (KMnO4) as oxidator. The KMnO4 oxidation carried out under acidic con-ditions. The separation and purification of pro-ducts were done by radial chromatography with chloroform : metanol : tri ethyl amine (9:1:0.1) as eluent. The structure of products were cha-racterized by spectroscopic data including: in-frared spectroscopy, NMR, and mass spectro-metry as quinine-1-N-oxide and quininal.

Synthesis of quinine N-oxide and an NMR tutorial in its structure determination Aisyah, Aisyah; Tamaela, Nila Berghuis; Santoso, Joko; Syah, Yana Maolana; Mujahidin, Didin
Jurnal Penelitian Teh dan Kina Vol 17, No 1 (2014)
Publisher : Research Institute for Tea and Cinchona

Cinchona alkaloids are one of abundant natural chiral pool for organocatalysts. The application of an N-oxide group containing molecule in asymmetric reaction is currently wide developed. The structure of quinine consist two amine groups that could be oxidized to the N-oxide groups at N-1â of quinoline and at N-1 of quinuclidine moieties. The oxidation reaction took place selectively at quinuclidine moiety by controlling the concentration of oxidizing agents. In this study we showed that N-1-oxide quinine could be occurred chemoÂselectively by using a low concentration of ozone thana palladium catalyzed oxidation. The structure of products N1-oxide quinine was elucidated by spectroscopy data including 1H-NMR, 13C-NMR, 2D-NMR, infra-red and mass spectrometry. The developed method is a chemoselectively and eco-friendly method for synthesis N1-oxide quinine.

Co-Authors Ade Danova Aisyah Aisyah Anita Alni, Anita Buchari Buchari Chavasiri, Warinthorn Hans Martin Rudolf Hoffman, Hans Martin Rudolf Hermawati, Elvira Indra Noviandri Iqbal Musthapa Kurniadewi, Fera Nila Berghuis Tamaela, Nila Berghuis Pirim Setiarso Reny Rosalina Roswanda, Robby Siti Zubaidah Yana Maolana Syah

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