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Journal : Indonesian Journal of Chemistry

Tirucallane-Type Triterpenoids from the Dysoxylum gaudichaudianum Stem Bark: Phytochemical Study and Cytotoxicity Evaluation Against Human HeLa Cervical Cancer Cells Maira, Faizah; Naini, Al Arofatus; Mayanti, Tri; Fajriah, Sofa; Kusumiyati, Kusumiyati; Supratman, Unang
Indonesian Journal of Chemistry Vol 25, No 4 (2025)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.103523

Abstract

A total of three tirucallane-type triterpenoids were successfully isolated from the n-hexane extract of the stem bark of Dysoxylum gaudichaudianum: 4,4,14-trimethyl-3-oxo-24-nor-5α,13α,14β,17α,20S-chol-7-en-23-oic (1), toonapubesin B (2), and 3β,22S-dihydroxy-tirucalla-7,24-dien-23-one (3). These compounds were isolated from D. gaudichaudianum for the first time. Structural characterization of the isolated compounds was accomplished through a series of spectroscopic analyses, including HR-TOF-MS, IR, and NMR. Based on previous reports, compound 1 was isolated from a member of the Meliaceae family for the first time. The cytotoxic properties of the isolated tirucallane-type triterpenoids were evaluated against cervical HeLa cancer cells. Among them, compounds 1 and 3 were inactive, with IC50 values > 100 µM, while compound 2 exhibited the highest cytotoxicity, with an IC50 value of 29.23 µM, with moderate activity. A structure–activity relationship also indicated the variation in cytotoxicity attributed to substituent effects within the molecular structures. The modification of the side chain in tirucallane-type triterpenoids was shown to be essential for their cytotoxic activity against human cervical cancer lines.
Co-Authors A. Nurfitriana A. Nurfitriana, A. A.A. Ketut Agung Cahyawan W Abdilah, Nurullah Asep Ade Risti Oktavia Agus Arip Munawar Ahmad Saddam Amelia Amelia Andayaningsih, Poniyah ANNE NURAINI Anni Yuniarti Aris Ma’ruf Aris Ma’ruf Arti Wahyu Utami Baarri, Ahmad Ni’matullah Al Cahyono, Andri Tri Desi Trisnawati Desmak Pertiwi, Fernanda Diding Suhandy Diky Indrawibawa Dinnur Afiifah Dinnur Afiifah, Dinnur diyan Yunanto Setyaji Diyan Yunanto Setyaji Diyan Yunanto Setyaji Diyan Yunanto Setyaji Dyah Rohma Wati Erni Suminar Fadillah, M Fariz Faizah, Nai’matul Retno Fajrianti Anandya Habibah Farida Farida Farida Farida Farida Farida Farida Farida Fauzi Ahmad Muda Fauzi, Ardika Albi Fernanda Desmak Pertiwi Fernanda Desmak Pertiwi Fiky Yulianto Wicaksono Firman Rezaldi Firman Rezaldi Firman Rezaldi Firman Rezaldi Firman Rezaldi Firman Rezaldi Firman Rezaldi Firman Rezaldi Firman Rezaldi Ghifari, Muhamad Aditia Giyarto, Gunes Grace Pratiwi Manurung Gultom, Siska Rahmayani Gustiono Tegar Prasetyo Haifa Ruwaidah Hari Hariadi Ine Elisa Putri Ine Elisa Putri Ine Elisa Putri Ine Elisa Putri Ine Elisa Putri Ine Elisa Putri Ine Elisa Putri, Ine Elisa Jajang Sauman Hamdani Kurniasari, Indah Lestari, Rahma Wati Lilis Sugiarti Luciana Djaya, Luciana Lutfiyyah, Syarief Aanisah M Faizal Fathurrohim M. Fariz Fadillah M. Fariz Fadillah M. Fariz Fadillah M. Fariz Fadillah M. Fariz Fadillah Maira, Faizah Maolana, Adrian Maritha, Vevi Mathar, Irmawati Maulana, Yusuf Eka Ma’ruf, Aris Mochamad Arief Soleh, Mochamad Arief Mochammad Imron Awalludin Mu’jijah, Mu’jijah Muhammad Abdillah Hasan Qonit Muhammad Faizal Fathurrohim Muhammad Nur Muhammad Rizki Muhardiono, Iman Munir, Misbakhur N. Raniska N. Raniska, N. Naini, Al Arofatus Nedya Deninta Nedya Deninta Nedya Deninta Ningtias, Retna Yulrosly Nisa, Kahirun Noladhi Wicaksana Oktavia Ade Risti Oktavia, Ade Risti Purbanova, Reni Putri, Dina Rachman, Aulia Afifah Rahmat Budiarto Ramadhani, Rahmatillah Resti Wijayanti, Fitria Eka Rezaldi, Firman Rika Bhernike Sitepu Risa Nurul Falah Risa Nurul Falah Risti, Oktavia Ade Rohmatulloh, Rizal Rosniawati, Santi Rufaidah, Fathi Ruminta Ruminta S. Puspadewi S. Puspadewi, S. Safitri, Endang Saifullah, Ipul Salsabila, Syifa Saraswati Prabawardani Sasmita, Heny Setyaji, Diyan Yunanto Shazma Anwar  Siska Dwi Anggraeni SIska Rasiska, SIska Siti Suharyatun Sitompul, Kiki Nuratni Sofa Fajriah Sri Waluyo Sugiono Sugiono Sumadi Sumadi Sumadi Sumadi Suminar, Erny Suyamto Syarief Aanisah Lutfiyyah SYARIFUL MUBAROK Tengku Sabrina Tino M Onggo Tino Mutiarawati Onggo Tino Mutiarawati Onggo Tino Mutiarawati Onggo Tino Mutiarawati Onggo Titin Sulastri Tri Mayanti Trisnawati, Desi Ucu Wandi Somantri Unang Supratman Usman Setiawan Uum Umiyati Uum Umiyati Varinto, Irvan Wahyu Ferdiyansyah Wawan Sutari Wibawa, Rangga Yayan Sumekar Yayat Rochayat Suradinata Yenny, Ratna Fitry Yuda Hadiwijaya Yuda Hadiwijaya Yuda Hadiwijaya Yulia, Meinilwita Yulia, Meinilwita Yuliana Kolo Yussi Rabani Zulfatunnisa, Zulfatunnisa