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Synthesis of (6-Methoxy-2,5-dinitro-quinoline-4-yl)-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol) and In Vitro Assay Against Plasmodium falciparum 3D7

VALENSI · Vol. ume No. 1 (2022) · hlm. 124–132

DOI
10.15408/jkv.v8i1.22307
ISSN
2548-3013, 2460-6065
Terbit
2022-05-31
Penerbit
Department of Chemistry, Faculty of Science and Technology Syarif Hidayatullah Jakarta State Islamic University
Bahasa
eng

Abstrak

Quinine, a naturally happening alkaloid initially utilized for the treatment of muscle cramps, is currently most usually utilized to treat malaria. Symptoms of poisonous quinine, called Cinchonism, include wooziness, tinnitus (ringing in the ears), blurred vision, nausea, vomiting, serious adverse reaction to excessive quinine use, vision impairment and deafness. This research aimed to obtain more polar quinine derivatives using reactions with sulfuric acid and nitric acid to reduce toxicity. The reactions were performed analogously to the procedures reported in the literature. The characterization of reaction products utilizing proton (1H) and carbon-13 (13C) nuclear magnetic resonance (NMR) spectroscopy showed that the reaction using reagents led to nitration of the quinoline ring with the yields of 7.09 %. The IC50 value of >10.000 μg/mL was obtained from the antimalarial test against Plasmodium falciparum 3D7. The IC50 values proved that the synthesis products (6-Methoxy-2,5-dinitro-quinoline-4-yl)-(5- vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol) was not potential for malaria treatment.

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  • Indonesian Institute of Sciences
  • Universitas Halu Oleo
  • National Research and Innovation Agency
  • Bandung Institute of Technology
  • Universitas Gadjah Mada
  • Politeknik Negeri Lhokseumawe
  • Universitas Jenderal Achmad Yani
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Rekan penulisOrganisasiArtikel bersama
Baru SadarunUniversitas Halu Oleo3
Agung Wibawa Mahatva YodhaPoliteknik Bina Husada Kendari3
Adryan FristiohadyUniversitas Halu Oleo3
Idin SahidinUniversitas Halu Oleo2
Syarul Nataqain BaharumNational University of Malaysia2
Septiani MarthaAfiliasi tidak diketahui1
Berna ElyaAfiliasi tidak diketahui1
Azman AzmanPoliteknik Negeri Lhokseumawe1
Widdha MellyssaPoliteknik Negeri Lhokseumawe1
Edy MeiyantoUniversitas Gadjah Mada1
Sri HandayaniIndonesian Institute of Sciences1
Ratna Asmah SusidartiUniversitas Gadjah Mada1
Akhmad DarmawanIndonesian Institute of Sciences1
Riris Istighfari JenieUniversitas Gadjah Mada1
Gusti Ayu Kade SutariatiUniversitas Halu Oleo1
Asnani AsnaniUniversitas Halu Oleo1
Haslianti HasliantiUniversitas Halu Oleo1
Nur Syifa RahmatikaUniversitas Halu Oleo1
Desak Gede Sri AndayaniIndonesian Institute of Sciences1
Rahmaniar MulyaniPadjadjaran University1
Anny SulaswatyIndonesian Institute of Sciences1
Nur QaanitaatiUniversitas Jenderal Achmad Yani1
Desak Gede Tirta AndiniUniversitas Airlangga1
Eva NursyifaUniversitas Jenderal Achmad Yani1
Nina ArtantiIndonesian Institute of Sciences1
Linar Zalinar UdinIndonesian Institute of Sciences1
Rina AndriyaniIndonesian Institute of Sciences1
Muhammad HanafiNational Research and Innovation Agency1
Vienna SaraswatyIndonesian Institute of Sciences1
Ken Ichi FujitaOsaka City University1
Yoshinosuke UsukiOsaka City University1

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Sumber metadata: OAI-PMH (metadata jurnal) http://journal.uinjkt.ac.id/index.php/valensi/oai, pertama di-harvest 10 Nov 2026, terakhir terlihat 10 Nov 2026.
Metadata asli (oai_dc) 
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	<dc:title xml:lang="en">Synthesis of (6-Methoxy-2,5-dinitro-quinoline-4-yl)-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol) and In Vitro Assay Against Plasmodium falciparum 3D7</dc:title>
	<dc:creator xml:lang="en">Salahuddin, Salahuddin</dc:creator>
	<dc:creator xml:lang="en">Kartasasmita, Rahman Emran</dc:creator>
	<dc:creator xml:lang="en">Hanafi, Muhammad</dc:creator>
	<dc:creator xml:lang="en">Sundowo, Andini</dc:creator>
	<dc:creator xml:lang="en">Lotulung, Puspa Dewi Narrij</dc:creator>
	<dc:creator xml:lang="en">Adipratiwi, Nadia</dc:creator>
	<dc:creator xml:lang="en">Ariyani, Titin</dc:creator>
	<dc:creator xml:lang="en">Prabandari, Erwahyuni Endang</dc:creator>
	<dc:creator xml:lang="en">Waluyo, Danang</dc:creator>
	<dc:subject xml:lang="en">Antimalarial</dc:subject>
	<dc:subject xml:lang="en">nitration</dc:subject>
	<dc:subject xml:lang="en">Plasmodium falciparum 3D7</dc:subject>
	<dc:subject xml:lang="en">quinine</dc:subject>
	<dc:subject xml:lang="en">quinine derivates</dc:subject>
	<dc:description xml:lang="en">Quinine, a naturally happening alkaloid initially utilized for the treatment of muscle cramps, is currently most usually utilized to treat malaria. Symptoms of poisonous quinine, called Cinchonism, include wooziness, tinnitus (ringing in the ears), blurred vision, nausea, vomiting, serious adverse reaction to excessive quinine use, vision impairment and deafness. This research aimed to obtain more polar quinine derivatives using reactions with sulfuric acid and nitric acid to reduce toxicity. The reactions were performed analogously to the procedures reported in the literature. The characterization of reaction products utilizing proton (1H) and carbon-13 (13C) nuclear magnetic resonance (NMR) spectroscopy showed that the reaction using reagents led to nitration of the quinoline ring with the yields of 7.09 %. The IC50 value of &amp;gt;10.000 μg/mL was obtained from the antimalarial test against Plasmodium falciparum 3D7. The IC50 values proved that the synthesis products (6-Methoxy-2,5-dinitro-quinoline-4-yl)-(5- vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol) was not potential for malaria treatment.</dc:description>
	<dc:publisher xml:lang="en">Department of Chemistry, Faculty of Science and Technology Syarif Hidayatullah Jakarta State Islamic University</dc:publisher>
	<dc:date>2022-05-31</dc:date>
	<dc:type>info:eu-repo/semantics/article</dc:type>
	<dc:type>info:eu-repo/semantics/publishedVersion</dc:type>
	<dc:format>application/pdf</dc:format>
	<dc:identifier>https://journal.uinjkt.ac.id/index.php/valensi/article/view/22307</dc:identifier>
	<dc:identifier>10.15408/jkv.v8i1.22307</dc:identifier>
	<dc:source xml:lang="en">Jurnal Kimia Valensi; Jurnal Kimia VALENSI Volume 8, No. 1, May 2022; 124-132</dc:source>
	<dc:source>2548-3013</dc:source>
	<dc:source>2460-6065</dc:source>
	<dc:language>eng</dc:language>
	<dc:relation>https://journal.uinjkt.ac.id/index.php/valensi/article/view/22307/pdf</dc:relation>
	<dc:rights xml:lang="en">Copyright (c) 2022 Salahuddin Salahuddin</dc:rights>
</oai_dc:dc>