Synthesis of Uk-3a Analogue and Assay on P 388 Murine Leukemia Cells

Anita, Yulia; Hanafi, Muhammad; Putra, Amj; Arifin, Shamasul; Usuki, Yoshinosuke; Iio, Hideo

doi:10.22146/ijc.21701

Cited by 2 publications

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“…Senyawa UK-3A terbukti aktif dalam menghambat pertumbuhan bakteri dan sel kanker leukemia P-388 namun aktivitasnya sebagai anti kanker masih relatif rendah. Berbagai usaha dilakukan untuk meningkatkan aktivitasnya salah satunya melalui modifikasi dilakton cincin sembilan menjadi struktur rantai terbuka dan melakukan variasi terhadap panjang rantai alifatik (Anita et al, 2010). Modifikasi ini dapat dilakukan melalui reaksi esterifikasi dan amidasi.…”

Section: Pendahuluanunclassified

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Activity of uk–3a: i–dihexylpicolinyl glutamate ester compound against Mmurine leukemia p–388 cells

Wulandari¹,

Anita

Hanafi

2020

Proceedings of the Seminar Nasional 1 Baristand Industri Padang - SNIIBIPD 2020

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The new antibiotic, UK-3A, is a nine-ring dilactone derivative isolated from the mycelium Streptomyces sp. 512-02 and has been shown to be active in inhibiting the growth of bacteria and cancer cells. The functional groups of hydroxy, amide, and nine-ring dilactone are the active groups present in UK-3A compounds. A new UK-3A, L-dihexylpycolinyl glutamate ester (HPG) was synthesized with two step, firstly, esterification reaction between L-glutamic acid and hexanol by p-TsOH as catalyst. Secondly, amidase reactions with 3-hydroxy-picolinic acid using DCC/DMAP. The final product was identified using UV, FT-IR, LC-MS, 1 H-NMR, and 13 C-NMR. The HPG produced was oily chocolate with a yield of 70.76%. The toxicity test of Artemia salina L shrimp larvae showed that HPG had an LC 50 value of 660.47 ppm. The activity of this compound was carried out on murine leukemia P-388 cancer cells, the HPG showed a better in inhibibitory ability to cancer cell growth (IC 50 ) than UK-3A compounds, the value of 8.4 ppm.

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“…Pembukaan cincin dilakton beranggota sembilan pada senyawa induk UK-3A menjadi ester pada senyawa HPG meningkatkan aktivitasnya dalam menghambat sel kanker murine leukemia P-388. Selain itu juga dipengaruhi oleh kenaikan sifat lipofilitas suatu senyawa (Anita et al, 2010…”

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