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Synthesis of Two Analogues of Xylapeptide A and Their Potency as New Antimicrobial Agent Maharani, Rani; Muchlis, Handi Nugraha; Hidayat, Ace Tatang; Al-Anshori, Jamaludin; Nurlelasari, Nurlelasari; Harneti, Desi; Mayanti, Tri; Farabi, Kindi; Supratman, Unang
Indonesian Journal of Chemistry Vol 25, No 5 (2025)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.100353

Abstract

Xylapeptide A, derived from the fungus Xylaria sp. x Sophora tonkinensis, exhibits potent and selective antimicrobial properties. Our research group has successfully synthesized xylapeptide A. In our recent work, two xylapeptide A analogues (An1 and An2) were synthesized using a combination of solid- and solution-phase synthesis methods. The linear precursors of An1 and An2 were synthesized on 2-CTC resin with the Fmoc strategy. The coupling reagents HBTU/HOBt and HATU/HOAt were employed. Subsequently, the linear precursor was cleaved from the resin using either 20% TFA or a TFE mixture, and then cyclized in solution phase with HBTU. The synthesized products were purified using semi-preparative RP-HPLC, giving the percent yields 16% for An1 and 12% for An2. Both compounds were then characterized by HR-ToF-MS, 1H- and 13C-NMR. The synthesized xylapeptide A and its analogues were evaluated against Bacillus cereus, Bacillus subtilis, Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, Klebsiella pneumoniae, and Candida albicans. The result showed that An2, possessing arginine residue, exhibited higher activity compared to xylapeptide A and An1. This research suggests that xylapeptide A analogues hold great promise as novel antimicrobial agents.
Determination of Apoptosis Level of Hela Cells Treated with Disobinol Compound from Chisocheton Macrophyllus Plant Hafiz, Ersanda; Albayyinah, Dyandra Hera; Melati, Rima; Herlina, Tati; Permadi, Nandang; Amalia, Riezki; Nurlelasari, Nurlelasari; Gaffar, Shabarni
Jurnal Riset Kimia Vol. 16 No. 1 (2025): March
Publisher : Universitas Andalas

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.25077/jrk.v16i1.772

Abstract

Disobinol is a limonoid compound from the seeds of the Chisocheton macrophyllus plant that has been reported to have anticancer activity against cervical cancer cell lines. Cervical cancer is a type of cancer caused by infection with Human papillomavirus (HPV) types 16 and 18, leading to the transformation of normal cervical epithelial cells into cancerous cells. Previous studies show that Disobinol has a cytotoxic effect on HeLa cells with the IC50 value 52,92 μg/mL (24 hours’ incubation). This study aims to determine the level of apoptosis in HeLa cells treated with Disobinol and observe the DNA fragmentation in HeLa cells undergoing apoptosis. The HeLa cells were treated with Disobinol at concentrations of 26,5 μg/mL (1/2 IC50), 52,3 μg/mL (IC50), and 104,6 μg/mL (2x IC50) and incubated for 24 hours. The level of apoptosis was analyzed by using flow cytometry, and the DNA fragmentation pattern was analyzed by agarose gel electrophoresis. The results showed that Disobinol induces early apoptosis in HeLa cells, although the difference in the percentage of cell death is not very significant, which were 37.05%, 37.7%, and 41.60%, respectively. The DNA fragmentation pattern in HeLa cells treated with various concentrations of Disobinol was also observed on agarose gel. Therefore, Disobinol has the potential to be used as a chemotherapeutic drug or as a lead compound for the treatment of cervical cancer.
Dysobinol from Chisocheton macrophyllus Selectively Induces G1 Cell Cycle Arrest in MCF-7 Breast Cancer Cells Gaffar, Shabarni; Tambunan, Ghina Uli Felicia; Hafiz, Ersanda; Herlina, Tati; Wiraswati, Hesti Lina; Nurlelasari, Nurlelasari; Ma'ruf, Ilma Fauziah
Indonesian Journal of Chemistry Vol 26, No 1 (2026)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.100479

Abstract

Chisocheton macrophyllus is a medicinal plant that contains sesquiterpenoids, triterpenoids, limonoids, steroids, and phenolic compounds. This research aimed to assess the effect of Dysobinol, a limonoid compound from the seed of C. macrophyllus, on MCF-7 cell growth. Cell viability was evaluated using the MTS colorimetric assay, DNA fragmentation was assessed by agarose electrophoresis, apoptosis and cell cycle arrest were determined by flow cytometry, and gene expression levels were evaluated using qRT-PCR. Dysobinol was also analyzed in silico using drug-likeness, pharmacokinetic, and molecular docking analysis. Dysobinol demonstrated moderate cytotoxicity against MCF-7 cells, with an IC50 of 148.20 μg/mL. Dysobinol induced G1 phase cell cycle arrest that was not accompanied by the induction of apoptosis in MCF-7 cells. In silico studies showed that the EGFR/AKT/cyclin D1 proteins were affected by Dysobinol. Furthermore, drug-likeness and pharmacokinetics analysis showed that Dysobinol is bioavailable orally and has high gastrointestinal absorption and low penetration into the blood-brain barrier. Together, these results indicate that Dysobinol can regulate breast cancer cell proliferation through cell cycle arrest rather than apoptosis, and its pharmacological profile highlights its potential as a promising lead compound for anticancer drug development.
Co-Authors A. T. Hidayat1 Ace Tatang Hidayat Achmad Zainuddin Agus Safari Agus Safari Agus Safari Agus Safari Akhmad Darmawan Al Arofatus Naini Al Arofatus Naini Albayyinah, Dyandra Hera Almas Widyana Alya Tsamrotul Amalia, Riezki Anastasya Firdausi Andi Rahim Anggit Kartikasari Anjari, Intan Hawina Ari Hardianto Astrid Novita, Astrid Awang, K. - Azmi, Mohamad Nurul Christina Marpaung D. D. Harneti D. Darneti D. G. Katja D. Harneti D. Sumiarsa Dadan Sumiarsa Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati, Darwati Desi Harnet Desi Harneti Desi Harneti Desi Harneti Putri Huspa Dessy Yulyani Kurnia Dewa Gede Katja Dewa Gede Katja Dewa Gede Katja Dini Oktaviani DUDI RUNADI E. Julaeha Erina Hilmayanti Erina Hilmayanti Erina Hilmayanti Euis Julaeha Euis Julaeha Faizah Maira Fajar Fauzi Abdullah Fajar Fauzi Abdullah Fajar Fauzi Abdullah Farabi, Kindi Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Ghina Izdihar Ghina Uli Felicia Tambunan Gunawan, Latifah Hafiz, Ersanda Harizon Harizon Harneti, D - Herdanu Rizqullah Hersa Milawati Hersa Milawati Hesti Lina Wiraswati Hilmayanti, Erina Ida Nur Farida Ida Nurfarida Intan Rahmayanti Iqbal Wahyu Mustaqim Iryanto, Y. - J. Sianturi Jamaludin Al-Anshori Julaeha, E. - Julita Nahar K. K. Farabi K. K. Haikal Kansy Haikal Kansy Haikal Khadijah Awang Khairunnisa, Shofiyah Khalijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi M. M. Muhammad Ma'ruf, Ilma Fauziah Mayanti, T. - Moelyono Moektiwardoyo Mohamad Fajar Mohamad Nurul Azmi Mohamad Nurul Azmi Mohamad Nurul Azmi Mohamad Nurul Azmi Muchlis, Handi Nugraha Muflihah, L.F - Muhamad Nurul Azmi Muhammad Hanafi Muhammad Hanafi Muhammad Hanafi Mustaqim, Iqbal Wahyu Mustofa, Hidayat Nurul Nadya Thufaila Nafiah, Mohamad Azlan Naini, Al Arofatus Nita Ike Dwi Kurniasih Nur Muhammad Miftah Nurabi Ferdiana Permadi, Nandang Purnama Purnama Purnama Purnama Purnama Purnama Puspa, H - R. Maharani R. Maharani R. R. Maharani Rani Maharani Rani Maharani Rani Maharani Rima Melati Risyandi Anwar Rizky Abdullah Ronauli Fitriana Russiska Russiska S. Salam S. Soidah Sabarudin, L. - Safari, A - Safri Ishmayana Salam, Supriatno Samuel San Parulian Sari, Aprilia Permata Shabarni Gaffar Shiono, Yoshihito Sinaga, Siska Elisahbet Siska Mulya Octavia Siska Mulya Octavia Siti Hani Pratiwi Sofa Fajriah Sofa Fajriah Sofa Fajriah Sofa Fajriah Sri Purwani Subekti Mauluddin Supriatno Salam Supriatno Supriatno T. Mayanti Tambunan, Ghina Uli Felicia Tati Herlina Tiara Prima Amalya Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti U. Supratman U. U. Supratman Unang Supratman Vidia Afina Nuraini Wardoyo, M.M - Winda Sukmawati Winda Sukmawati Y. P. Apriantini Y. Shiono Y. Y. Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Zulfikar Zulfikar