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In this study, phytochemical investigation on the stem bark of <jats:italic>Calophyllum havilandii<\/jats:italic> has afforded a new 4\u2010propyldihydrocoumarin derivative, havilarin <jats:bold>(1)<\/jats:bold> together with calolongic acid (<jats:bold>2<\/jats:bold>), caloteysmannic acid (<jats:bold>3<\/jats:bold>), isocalolongic acid (<jats:bold>4<\/jats:bold>), euxanthone (<jats:bold>5<\/jats:bold>), and \u03b2\u2010sitosterol (<jats:bold>6<\/jats:bold>). The chemical structure of compound <jats:bold>1<\/jats:bold> was elucidated and established based on detailed spectroscopic techniques, including MS, IR, UV, 1D and 2D NMR. The results of anti\u2010<jats:italic>bacillus<\/jats:italic> study indicated that the chloroform extract showed promising activities with MIC value ranging between 0.5 to 1 \u03bcg\/mL on selected <jats:italic>bacillus<\/jats:italic> strains. Besides, the plant extracts and compounds <jats:bold>1\u20134<\/jats:bold> were assessed for their cytotoxicity potential on HL\u20107702\u2005cell line. All the tested plant extracts and respective chemical constituents displayed non\u2010cytotoxic activity on HL\u20107702\u2005cell line.<\/jats:p>","DOI":"10.1002\/cbdv.202301936","type":"journal-article","created":{"date-parts":[[2024,1,25]],"date-time":"2024-01-25T07:30:35Z","timestamp":1706167835000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Phytochemicals from the Stem Bark of <i>Calophyllum havilandii<\/i> P.\u2005F. Stevens and their Biological Activities"],"prefix":"10.1002","volume":"21","author":[{"given":"Ahmad Alif Danial","family":"Zailan","sequence":"first","affiliation":[{"name":"Centre for Drug Research Universiti Sains Malaysia  11800 USM Pulau Pinang Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4470-2656","authenticated-orcid":false,"given":"Thiruventhan","family":"Karunakaran","sequence":"additional","affiliation":[{"name":"Centre for Drug Research Universiti Sains Malaysia  11800 USM Pulau Pinang Malaysia"},{"name":"School of Chemical Sciences Universiti Sains Malaysia  11800 USM Pulau Pinang Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rameshkumar","family":"Santhanam","sequence":"additional","affiliation":[{"name":"Faculty of Marine Science and Environment Universiti Malaysia Terengganu  Kuala Nerus 21030 Terengganu Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Amira","family":"Suriaty Yaakop","sequence":"additional","affiliation":[{"name":"School of Biological Sciences Universiti Sains Malaysia  11800 USM Pulau Pinang Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sivakumar","family":"Mohan","sequence":"additional","affiliation":[{"name":"Faculty of Marine Science and Environment Universiti Malaysia Terengganu  Kuala Nerus 21030 Terengganu Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mohamad Hafizi","family":"Abu Bakar","sequence":"additional","affiliation":[{"name":"Bioprocess Technology Division School of Industrial Technology Universiti Sains Malaysia  Gelugor 11800 USM Penang Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vivien","family":"Jong Yi Mian","sequence":"additional","affiliation":[{"name":"Centre of Applied Science Studies Universiti Teknologi Mara  94300 UiTM Kuching Sarawak Malaysia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2024,2,8]]},"reference":[{"doi-asserted-by":"crossref","unstructured":"S. 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