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Journal : Bandung Conference Series: Pharmacy

Sintesis Senyawa Heksapeptida Siklik Analog Pipecolisporin (Pro-Lys-Pip-Trp- Dwi Maulidani Fadhlan; Nety Kurniaty; Rani Maharani
Bandung Conference Series: Pharmacy Vol. 3 No. 2 (2023): Bandung Conference Series: Pharmacy
Publisher : UNISBA Press

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.29313/bcsp.v3i2.8876

Abstract

Pipecolisporin compounds isolated from the fungus Nigrospora oryzae from theroots of Triticum sp. is one of the compounds that has potential as an antimalarial with its activity against Plasmodium falciparum of 3.21 μM. The modification of the amino acid sequence to Pro-Lys-Pip-Trp-β-Ala-Phe aims to determine the best arrangement of pipecolisporin analogues as antimalarials. Analogues of pipecolisporin linear hexapeptide compounds were synthesized using the solid phase peptide synthesis (SPPS) method with the use of buffers in the form of 2-chlorotrityl chloride resins, Fmoc and Boc protective groups, and DIC, Oxyma, Dipea coupling reagent solutions. The synthesis results were obtained as much as 9 mg and then characterized using mass spectroscopy with a peak m/z of 959.5246 [M]. Analogues of linear pipecolisporin hexapetide compounds were successfully cyclized using the solution phase peptide synthesis (LPPS) method with the use of DIPEA, HATU, DCM reagent solutions. The synthesis results were characterized using mass spectroscopy with an m/z peak of 743.78 [M+H]+. Senyawa pipecolisporin hasil isolasi jamur Nigrospora oryzae dari akar Triticum sp. merupakan salah satu senyawa yang berpotensi sebagai antimalaria dengan aktivitasnya terhadap Plasmodium falciparum sebesar 3,21 μM. Modifikasi urutan asam amino menjadi Pro-Lys-Pip-Trp-
Upaya Sintesis Konjugat Kurkumin-Arginin dan Kurkumin-Alanin serta Sintesis Kurkumin-Leusin sebagai Kandidat Antibakteri Escherichia coli 10060321019, Dinah Shafira Abasi; Nety Kurniaty; Rani Maharani
Bandung Conference Series: Pharmacy Vol. 5 No. 2 (2025): Bandung Conference Series: Pharmacy
Publisher : UNISBA Press

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.29313/bcsp.v5i2.18920

Abstract

Abstract. Curcumin is a natural compound from Curcuma longa with known antibacterial, antioxidant, and anti-inflammatory properties. However, its therapeutic use is limited due to poor water solubility and low bioavailability. One strategy to improve its biological performance is by conjugation with amino acids. This study aimed to synthesize curcumin conjugates with arginine, alanine, and leucine using Steglich esterification with DMAP and DCC. Conjugation with arginine and alanine was unsuccessful, likely due to solubility issues, steric hindrance or instability of functional groups. In contrast, the curcumin–leucine conjugate was successfully synthesized in dioxane, yielding a crude product with a 2,4% yield. High-resolution mass spectrometry (HRMS) confirmed the product with a [M–H]+ peak at m/z 580,2551, consistent with the theoretical mass of curcumin–leucine–Boc. Antibacterial activity against Escherichia coli was tested using the microdilution method, but no inhibitory effect was observed at test concentrations ≤1500 ppm. Abstrak. Kurkumin merupakan senyawa aktif alami dari Curcuma longa yang dikenal memiliki aktivitas biologis seperti antibakteri, antioksidan, dan antiinflamasi. Namun, penggunaannya secara terapeutik masih terbatas karena kelarutannya yang rendah dalam air dan bioavailabilitas yang buruk. Salah satu pendekatan untuk meningkatkan efektivitas biologisnya adalah melalui konjugasi dengan asam amino. Dalam penelitian ini, dilakukan upaya sintesis konjugat antara kurkumin dengan tiga jenis asam amino, yaitu arginin, alanin, dan leusin, menggunakan metode esterifikasi Steglich dengan katalis DMAP dan aktivator DCC. Konjugasi kurkumin–arginin dan kurkumin–alanin tidak berhasil dilakukan, diduga akibat faktor ketidaklarutan reaktan, hambatan sterik atau ketidakstabilan gugus fungsional dalam kondisi reaksi. Sementara itu, sintesis konjugat kurkumin–leusin berhasil dilakukan dalam pelarut dioksana, dan menghasilkan senyawa dalam bentuk krud dengan rendemen sebesar 2,4%. Hasil karakterisasi menggunakan spektrometer massa resolusi tinggi (HRMS) menunjukkan puncak molekul [M-H]+ pada m/z 580,2551, sesuai dengan massa teoritis konjugat kurkumin–leusin–Boc. Uji aktivitas antibakteri terhadap Escherichia coli dilakukan dengan metode mikrodilusi, namun tidak menunjukkan adanya penghambatan pada konsentrasi uji ≤1500 ppm.
Co-Authors 10060321019, Dinah Shafira Abasi Ace Tatang Hidayat Achmad Zainuddin Adhitthana Wiguna Alhakim, Ibrahim Ari Tri Wanodyo Handayani Ariq, Muhammad Ayu Andini Azmi, Mohamad Nurul Dadan Sumiarsa Danar Dono Darwati Darwati Darwati, Darwati Deden Indra Dinata, Deden Indra Desi Harnet Desi Harneti Putri Huspa Dina Puspitasari DUDI RUNADI Dwi Maulidani Fadhlan Eka Fitri Yanti, Eka Fitri Euis Julaeha Fadillah, Yusuf Fahmi Faturahman Fajar Fauzi Abdullah Fajar Fauzi Abdullah Farabi, Kindi Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Gunawan, Latifah Hedi Paramita Hidayatunnisa, Nurul Hilmayanti, Erina Ika Wiani Irwandaru Dananjaya Jamaludin Al-Anshori Khalijah Awang Kindi Farabi Kindi Farabi Kindi Farabi Kiswaluyo . Kusumawardhani, Ayuning Dyah Lindung Tri Puspasari Lindung Tri Puspasari Magdalena, Ina Muchlis, Handi Nugraha Muhamad Naufal Muhammad Hanafi Muhammad Luthfi Muhammad Naufal, Muhammad Muhammad Rijal Alfian Mustaqim, Iqbal Wahyu Mustofa, Hidayat Nurul Muttaqin, Fauzan Zein N, Gilang Kusuma Nadya Thufaila Nafiah, Mohamad Azlan Naini, Al Arofatus Nety Kurniaty Nurlelasari Nurlelasari Paramita, Hedi Puji Rahayu Purnama Purnama Revan Hardiawan Rika Meliansyah Robbaniyyah, Nuzla Af'idatur Ropidoh, Siti Safri Ishmayana Safri Ishmayana Selly Marita Serlin Sepriyanti Dohare Shiono, Yoshihito Siska Elisahbet Sinaga Sofa Fajriah Sofa Fajriah Taufiqqurahman, Taufiqqurahman Tharysa Rizqika Putri Tiara Prima Amalya Tri Mayanti Ulfa, Kurnia UMAN SUHERMAN, UMAN Unang Supratman Urfa, Salsa Rojana Wawan Hermawan Yoshihito Shiono Yoshihito Shiono Yusuf Hidayat Yusuf Hidayat Yusup Hidayat