Research Article Antioxidant and Cytotoxic Activity of a New Ferruginan A from Olea ferruginea: In Vitro and In Silico Studies Zafar Ali Shah, 1 Adil A. H. Mujawah , 2 Irfan Ullah, 1 Abdur Rauf , 1 Umer Rashid , 3 Anees Ahmed Khalil , 4 Syed Muhammad Mukarram Shah, 5 Aini Pervaiz, 5 Farzana Shaheen, 6 Yahya S. Al-Awthan , 7,8 Muhammad Nasimullah Qureshi, 1 Mohammed A. Al-Duais , 9,10 Omar Bahattab , 7 Zainab M. Almarhoon , 11 Yahia N. Mabkhot , 12 and Mohammad S. Mubarak 13 1 Department of Chemistry, University of Swabi, Swabi, 23561 Khyber Pakhtunkhwa, Pakistan 2 Department of Chemistry, College of Science and Arts, Qassim University, Ar Rass 51921, Saudi Arabia 3 Department of Chemistry, COMSATS University Islamabad, Abbottabad Campus, 22060 Abbottabad, Pakistan 4 University Institute of Diet and Nutritional Sciences, Faculty of Allied Health Sciences, The University of Lahore, Pakistan 5 Department of Pharmacy, University of Swabi, Swabi, 23561 Khyber Pakhtunkhwa, Pakistan 6 H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Kararchi 75270, Pakistan 7 Department of Biology, Faculty of Science, University of Tabuk, Tabuk, Saudi Arabia 8 Department of Biology, Faculty of Science, Ibb University, Ibb, Yemen 9 Department of Biochemistry, Faculty of Science, University of Tabuk, Tabuk, Saudi Arabia 10 Biochemistry Unit, Chemistry Department, Faculty of Science, Ibb University, Ibb, Yemen 11 Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia 12 Department of Pharmaceutical Chemistry, College of Pharmacy, King Khalid University, Abha, Saudi Arabia 13 Department of Chemistry, The University of Jordan, Amman 11942, Jordan Correspondence should be addressed to Abdur Rauf; mashaljcs@yahoo.com Received 2 November 2021; Accepted 15 December 2021; Published 20 January 2022 Academic Editor: Elena Azzini Copyright © 2022 Zafar Ali Shah et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. Studies of the ethyl acetate extract bark extract of Olea ferruginea led to the isolation of one new compound Ferruginan A (1) in addition to two known compounds, Ferruginan (2) and cycloolivil (3). Structures of the isolated compounds were confirmed by mass spectrometry (MS) and NMR spectral data. The ethyl acetate fraction and compounds (1–3) were evaluated against breast cancer cell line (MCF-7) and as antioxidants using the free radical scavenging assay. Results revealed that compound 2 exhibits significant antioxidant activity with an IC 50 value of 21.74 μg/mL. In addition, the ethyl acetate fraction showed good cytotoxic activity (79.31% inhibition at 250 μg/mL), whereas compounds 1–3 exerted mild cytotoxic activity (IC 50 =8:03 – 12:01 μg/mL) as compared to the standard (IC 50 =4:41 μg/mL) against MCF-7. Docking studies suggested that antioxidant activity is due to the chelation of compounds with copper present in the active site of tyrosinase. These results suggest that the extract exhibits considerable antioxidant activity, and the isolated compounds exert moderate anticancer activity. 1. Introduction Natural products obtained from terrestrial and marine plants have been used as a source of traditional medicines since ancient times. According to the World Health Organi- zation (WHO), people of developing countries rely on natu- ral products for their health care. In the last century, natural products such as Taxol, docetaxel, morphine, cyclosporin A, quinine, simvastain, and lovastatin, among others, have been successfully marketed as safe drugs for the treatment of Hindawi Oxidative Medicine and Cellular Longevity Volume 2022, Article ID 8519250, 7 pages https://doi.org/10.1155/2022/8519250