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Allan Patrick Gose Macabeo

Dangal ng UST San Lorenzo Award for Outstanding National Achievement (2014)

Expertise: Pharmaceutical Chemistry, Phytochemistry, Combinatorial Chemistry, Ecology, Medicinal Chemistry, Pharmacognosy, Natural Products Chemistry, Total Synthesis, Asymmetric Catalysis and Synthesis, Organic Synthesis and Catalysis

Affiliation

Assistant Professor, Dept. of Chemistry, College of Science, University of Santo Tomas, Espana Blvd., Manila 1015

Association

    • National Research Council of the Philippines, Regular Member
    • Royal Society of Chemistry (London, United Kingdom), Member
    • American Chemical Society (Organic and Medicinal Chemistry Division), Regular member
    • Phytochemical Society of Europe, Member
    • Integrated Chemists of the Philippines, Regular Member
    • Natural Products Society of the Philippines, Member
    • Philippine Association for the Advancement of Science, Member
    • German Chemical Society, Member
    • American Chemical Society (Organic and Medicinal Chemistry Division), Associate Member
    • Philippine Environmental Mutagen Society, Member
    • Natural Products Society of the Philippines, Member
    • Natural Products Society of the Philippines, Member
    • Natural Products Society of the Philippines, Member

Award

    • Magna cum laude (M.S. Chemistry), University of Santo Tomas, 2003
    • Magna cum laude, (Doktor rerum naturalium (Doctor of Natural Sciences major in Organic Chemistry)), Institut für Organische Chemie, Universität Regensburg, 2011
    • DAAD Graduate Research Scholarship for Doctor of Science Studies (4 years), German Academic Exchange Service/Deutscher Akademischer Austauschdienst, Universitat Regensburg, 2007-2011
    • CHED-COE Scholarship for MSc Chemistry (4 years), Commission on Higher Education, 1999-2003
    • CHED-COE Scholarship for BSc Chemistry (1 year), Commission on Higher Education, 1998-1999
    • St. Martin de Porres Undergraduate Scholarship (1 year), University of Santo Tomas, 1995-1996
    • National Research Foundation (NRF)-Funded Visiting Research Fellowship (Organocatalysis), Zhao Yu Research Group, Department of Chemistry, National University of Singapore, 2012 April-June
    • DFG Research Fellowship (Short-Period), AK Reiser, Institut für Organische Chemie, Universität Regensburg, 2011 March-May
    • Conference Grant, Japan Society for the Promotion of Science (JSPS)/Department of Science and Technology, 2014 March
    • Conference Grant, International Union of Pure and Applied Chemistry (IUPAC) and Asian CORE, 2013 November
    • Individual Research Grant, International Foundation for Science (IFS) (Stockholm, Sweden), 2013 June
    • Large-Equipment Grant, The German Academic Exchange Service (DAAD)/German Federal Economics Ministry (BMZ), 2013 May
    • Small-Equipment Grant, The German Academic Exchange Service (DAAD), 2011 April
    • Young Scholars Award, Merck Inc. and Chemical Societies of the Pacific Basin, PACIFICHEM, 2010
    • Freunde der Universität Regensburg Travel Award (Regensburg, Germany), Universität Regensburg, 2010 August
    • International Union of Pure and Applied Chemistry (IUPAC) Travel Award (Brisbane, Australia), International Union of Pure and Applied Chemistry (IUPAC), 2001 June
    • Third Prize (Best Poster), 62nd Annual Convention of the Philippine Association for the Advancement of Science (PhilAAS), Philippine Association for the Advancement of Science (PhilAAS), 2013 September
    • Awardee (Third Prize), National Academy of Science and Technology (NAST) Talent Search for Young Scientists, National Academy of Science and Technology (NAST), 2013 July
    • Individual Research Grant, Philippine Council for Health Research and Development (PCHRD), 2013 June
    • The Merck Young Scientist Award (MYSA) in the Health Sciences – Philippines, Merck Inc., 2013 May
    • Travel / Conference Grant, Commission for Higher Education (CHED), 2013 April
    • First Prize, Poster Competition, 3rd Metro Manila Health Research and Development (MMHRDC), 2012 February
    • Third Prize, Poster Competition, 3rd Metro Manila Health Research and Development (MMHRDC), 2012 February
    • Best Research Paper, Gruppo Medica Award for Outstanding Undergraduate Research in Herbal Medicine (with undergraduate student, Warren S. Vidar), Gruppo Medica, Inc. and the Philippine Council for Health Research and Development, 2007 August
    • Best Scientific Paper, 11th Annual Convention of the Natural Products Society of the Philippines, Natural Products Society of the Philippines, 2006 December 4-5
    • Third Best Research Paper, Gruppo Medica Award for Outstanding Undergraduate Research in Herbal Medicine, Gruppo Medica, Inc. and the Philippine Council for Health Research and Development, 1999
    • Finalist in the Chemical Division, Scientific Research Poster Competition of the 5th Annual Meeting of the National Research Council of the Philippines, National Research Council of the Philippines, 2007
    • Finalist, 14th Scientific Poster Competition for Health and Related Technologies, Philippine Council for Health Research and Development, 2003 July
    • Finalist, Gruppo Medica Award for Outstanding Undergraduate Research in Herbal Medicine (with undergraduate students, Florie A. Tudla and Erickson M. Paragas), Gruppo Medica, Inc. and the Philippine Council for Health Research and Development, 2005 July
    • Finalist, 2005 DOST PCASTRD Outstanding Thesis and Dissertation in the Advanced Science and Technology Sector - Indole alkaloids from the leaves of Alstonia scholaris (L.) R. Br., photoinduced synthesis of 6,7-seco-angustilobine B-fullerene[C60] adduct, DOST-PCASTRD, 2005 November
    • Dangal ng UST San Alberto Magno Award as Outstanding Researcher in Science and Technology, University of Santo Tomas, 2014 March
    • Dangal ng UST San Lorenzo Award for Outstanding National Achievement, University of Santo Tomas, 2014 March
    • Travel Grant from the UST Office for Grants and Endowment (OGE), University of Santo Tomas, 2013 April
    • Dangal ng UST San Alberto Magno Award for Best Published Paper in Science and Technology, University of Santo Tomas, 2013 March
    • The 2012 UST Biennial University Research Award Ceremonies for International Publications Award, University of Santo Tomas, 2012 September
    • The 2010 UST Biennial University Research Award Ceremonies for International Publications Award, University of Santo Tomas, 2010 July
    • The 2008 UST Biennial University Research Award Ceremonies for International Publications Award, University of Santo Tomas, 2008 November

Research

    • Chemical studies on the bioactive compounds of selected Uvaria species, their chemically-modified DCM fractions and endophytic fungi exLibrary synthesis of bioactive 4-aza and 4-hydroxycyclopentenoids derived from rearrangement of furfuryl carbinols [Ongoing], 2014-2015
    • Fluorous biphasic catalysis of Heck reaction using palladium and nickel complexes [Ongoing], 2014-2015
    • Bioactive alkaloids from Voacanga megacarpa and Flueggea flexuosa [Completed], 2013-2014
    • Studies on the bioactive components of chemically-modified DCM fractions of selected Uvaria species [Completed], 2013-2014
    • C-H activation enabled synthesis and biological activity of oxidized Voacanga alkaloids [Completed], 2013-2014
    • Concise and straight-forward synthesis of antituberculosis Lunasia alkaloids and derivatives through innate C-H arylation [Completed], 2012-2013
    • Fluorous biphasic catalysis of Heck reaction using palladium and nickel complexes [Completed], 2012-2013
    • Phytochemistry and biological activities of selected endemic Annonaceae species – Part II [Completed], 2011-2012
    • Concise and straight-forward synthesis of antituberculosis Lunasia alkaloids and derivatives through innate C-H arylation [Completed], 2011-2012
    • Phytochemistry and biological activities of selected endemic Annonaceae species [Completed], 2011-2012
    • Diversity-oriented synthesis strategies towards potential anti-infective agents – C-H oxidation chemistry of squalene and other related terpenes [Completed], 2011-2012
    • Organocatalytic properties of a chiral proline-2-imidazoline hybrid – a preliminary study [Completed], 2011-2012
    • Catalytic properties of Nickel (II)-NHC carbene complexes towards Ullmann-type coupling reactions [Completed], 2011-2012

Education

    • University of Santo Tomas, Espana Blvd., Manila 1015 Philippines, Bachelor of Science in Chemistry, 1999
    • University of Santo Tomas, Espana Blvd., Manila 1015 Philippines, Master of Science in Chemistry (Magna cum laude), 2003
    • Institut für Organische Chemie, Universität Regensburg, Universitättsstrasse 31, 93053 Regensburg, Germany, Doktor rerum naturalium (Doctor of Natural Sciences major in Organic Chemistry), (Magna cum laude), 2011

Publication

    • Macabeo, A.P.G., & Lee, C.A., (2014) Sterols and triterpenes from the non-polar antitubercular fraction of Abutilon indicum
    • Pharmacognosy Journal Volume 6
    • Lirio, S., Macabeo, A.P.G., Knorn, M., Kohls, P., Wang, Y., Franzblau, S.G., & Aguinaldo, A.M., (2014) Antitubercular constituents from Premna odorata Blanco
    • Journal of Ethnopharmacology Volume 154
    • Macabeo, A.P.G., Lopez, A.D.C., Schmidt, S., Heilmann, J., Dahse, H.-M., Franzblau, S.G., & Alejandro, G.J.D., (2013) Antitubercular and cytotoxic constituents from Goniothalamus sibuyanensis
    • Records of Natural Products Volume 8, No. 1
    • Vidar, W.S., Macabeo, A.P.G., Kohls, P., Knorn, M., & Aguinaldo, A.M., (2013) Polymethoxylated flavones from Micromelum compressum
    • Biochemical Systematics and Ecology Volume 50
    • Acosta, C.J.H., Macabeo, A.P.G., & Santiago, L.A., (2013) Assessment of the antiurolithiatic and antioxidant properties of Ficus pseudopalma
    • Current Research in Biomedical and Pharmaceutical Sciences Volume 2, No. 2
    • Macabeo, A.P.G., Lehmann, C.W., & Reiser, O., (2012) Diastereoselective Synthesis of Enantiopure γ-Butenolide-butyrolactones towards Pseudopterogorgia Lactone Furanocembranoid Substructures
    • Cheminform Volume 23, No. 20
    • Macabeo, A.P.G., Tudla, F.A., Krohn, K., & Franzblau, S.G., (2012) Antitubercular activity of the semi-polar extractives of Uvaria rufa
    • Asian Pacific Journal of Tropical Medicine Volume 5, No. 10
    • Panlilio, B., Macabeo, A.P.G., Knorn, M., Kohls, P., Richomme, P., Kouam, S.F., Gehle, D., Krohn, K., Franzblau, S.G., Zhang, Q., & Aguinaldo, M.A.M., (2012) A lanostane aldehyde from Momordica charantia
    • Phytochemistry Letters Volume 5
    • Macabeo, A.P.G., Vila, J.A., Alejandro, G.J.D., Franzblau, S.G., Kouam, S.F., Hussain, H., & Krohn, K., (2012) Villarinol, a new alkenoyloxyalkenol derivative from the endemic Philippine Rubiaceae species Villaria odorata
    • Natural Products Communication Volume 7, No. 6
    • Macabeo, A.P.G., Gehle, D., Krohn, K., Franzblau, S.G., & Aguinaldo, M.A.M., (2012) Photoactivated [3+2] addition of 6,7-seco-angustilobine B to fullerene [c60]
    • Natural Products Communication Volume 7, No. 6
    • Macabeo, A.P.G., Vidar, W.S., Wan, B., Franzblau, S.G., Chen, X., Decker, M., Heilmann, J., & Aguinaldo, M.A.M., (2011) Mycobacterium tuberculosis H37Rv and cholinesterase inhibitors from Voacanga globosa
    • European Journal of Medicine Chemisry Volume 46
    • Macabeo, A.P.G., Kreuzer, A., & Reiser, O., (2011) Stereoselective routes to aryl substituted γ-butyrolactones and their application towards the synthesis of highly oxidised furanocembranoids
    • Organic and Biomolecular Chemistry Volume 9, No. 9
    • Macabeo, A.P.G., Tudla, F., Alejandro, G.J.D., Kouam, S.F., Krohn, K., & Hussain, H., (2010) Benzoylated derivatives from Uvaria rufa
    • Biochemical Systematics and Ecology Volume 38
    • Barbic, M., Macabeo, A.P.G., Kreft, S., & Hailmann, J., (2010) Astragalosides from Astragalus illyricus
    • Biochemical Systematics and Ecology Volume 38
    • Villaflores, O.B., Macabeo, A.P.G., Gehle, D., Krohn, K., Franzblau, S.G., & Aguinaldo, M.A.M., (2010) Phytoconstituents from Alpinia purpurata and their in vitro inhibitory activity against Mycobacterium tuberculosis
    • Pharmacognosy Magazine Volume 6, No. 24
    • Macabeo, A.P.G., Vilafranca, M., Aguinaldo, A.M., Krohn, K., & Hussain, H., (2008) Clerosterols from Clerodendrum quadriloculare
    • Biochemical Systematics and Ecology Volume 36, No. 8
    • Mandap, K., Marcelo, R., Macabeo, A.P.G., Franzblau, S.G., & Aguinaldo, A.M., (2007) Phenyldecanoids from the antitubercular fractions of the Philippine ginger (Zingiber officinale)
    • ACGC Chemical Research Communications Volume 21
    • Dalangin-Mallari, V., Macabeo, A.P.G., Byrne, L.T., Yamauchi, T., Abe, F., Franzblau, S.G., & Aguinaldo, M.A.M., (2007) Quinoline alkaloids from Lunasia amara inhibit Mycobacterium tuberculosis H37Rv in vitro
    • International Journal of Antimicrobial Agents Volume 27, No. 6
    • Tudla, F., Aguinaldo, M.A.M., Krohn, K., Hussain, H., & Macabeo, A.P.G., (2007) Highly oxygenated cyclohexene metabolites from Uvaria rufa
    • Biochemical Systematics and Ecology Volume 35, No. 1
    • Macabeo, A.P.G., Byrne, L.T., Franzblau, S.G., & Aguinaldo, M.A.M., (2006) 19,20E-Akuammidine from the bioactive alkaloid fraction of Alstonia scholaris leaves
    • ACGC Chemical Research Communications Volume 20
    • Macabeo, A.P.G., Krohn, K., Gehle, D., Cordell, G.A., Franzblau, S.G., & Aguinaldo, M.A.M., (2005) Indole alkaloids from the leaves of Philippine Alstonia scholaris
    • Phytochemistry Volume 66, No. 10
    • Cabuang, P.G.D., Exconde, B.S., Lim, V., Padilla, D.K.M., Salas, S.R., Lemana, B.O.C., Macabeo, A.P.G., & Alejandro, G.J.D., (2012) A novel species of Uvaria (Annonaceae) based on cpDNA markers with potential medicinal properties
    • Philippine Journal of Systematic Biology Volume 6
    • Macabeo, A.P.G., Read, R.W., Brophy, J., Cordell, G.A., Krohn, K., Gehle, D., Franzblau, S.G., & Aguinaldo, M.A.M., (2008) Activity of the extracts and indole alkaloids from Alstonia scholaris against Mycobacterium tuberculosis H37Rv
    • The Philippine Agricultural Scientist Volume 91, No. 3
    • Macabeo, A.P.G., Franzblau, S.G., Cordell, G.A., & Aguinaldo, M.A.M., (1999) A plumeran indole alkaloid from the antitubercular alkaloid extract of Catharanthus roseus (Linn.) G. Don (Apocynaceae)
    • Acta Manilana Volume 36, No. 51-54
    • Macabeo, A.P.G., Alejandro, G.J.D., Hallare, A.V., Vidar, W.S., & Villaflores, O.B., (2009) Phytochemical survey and pharmacological activities of the indole alkaloids in the genus Voacanga Thouars (Apocynaceae) - an update
    • Pharmacognosy Reviews Volume 3, No. 5
    • Macabeo, A.P.G., (2008) Synthetic uses of ClTi(Oi-Pr)3 in C-C(N) Bond Formation
    • Synlett Volume 20
    • Macabeo, A.P.G., & Aguinaldo, M.A.M., (2008) Chemical and phytomedicinal investigations in Lunasia amara
    • Pharmacognosy Reviews Volume 2, No. 4
    • Macabeo, A.P.G., Martinez, F.P., Schmidt, S., Heilmann, J., Franzblau, S.G., & Dahse, H.-M., (2013) Discovery of new antituberculosis and anticancer aromatic metabolites from the new Philippine Annonaceae species, Uvaria valderramensis
    • Abstracts of Papers, 245th American Chemical Society National Meeting & Exposition, New Orleans, LA, United States
    • Macabeo, A.P.G., Vidar, W.S., Nagle, D.G., & Mooberry, S., (2013) Biological assessment of the anticancer bisindole alkaloid globospiramine
    • Abstracts of Papers, 245th American Chemical Society National Meeting & Exposition, New Orleans, LA, United States
    • Macabeo, A.P.G., Lopez, A.D., Schmidt, S., Heilmann, J., & Alejandro, G.J.D., (2013) Phytochemical studies on the antituberculosis constituents of Goniothalamus sibuyanensis
    • Abstracts of Papers, 245th American Chemical Society National Meeting & Exposition, New Orleans, LA, United States
    • Macabeo, A.P.G., Heilman, J., Franzblau, S.G., & Reiser, O., (2013) Anticancer and antituberculosis activity of benzyloxylated benzaldehydes and 2-aryl-2-imidazolines
    • Abstracts of Papers, 245th American Chemical Society National Meeting & Exposition, New Orleans, LA, United States
    • Ali, M.T.M., Macabeo, A.P.G., Wan, B., Franzblau, S., & Reiser, O., (2013) Asymmetric approach toward new conformationally constrained cis-gamma butyrolactone
    • Abstracts of Papers, 245th American Chemical Society National Meeting & Exposition, New Orleans, LA, United States
    • Ali, M.T.M., Macabeo, A.P.G., Wan, B., Franzblau, S., & Reiser, O., (2011) Enantioselective synthesis of (-)-Geissman-Waiss lactone, antitubercular γ-butyrolactones and tetrapeptide derivatives
    • Abstracts of Papers, 242th American Chemical Society National Meeting & Exposition, Denver, CO, United States
    • Macabeo, A.P.G., Tudla, F., Paragas, E., Vidar, W., Galvez, E., Galang, Inocencio, L., Panlilio, B., Villaflores, O., Dalangin-Mallari, V., & Aguinaldo, M.A., (2010) In vitro antituberculosis activity of crude drugs and natural products from selected Philippine medicinal plants
    • Abstracts of Papers, Pacifichem 2010, International Chemical Congress of Pacific Basin Societies, Honolulu, HI, United States
    • Macabeo, A.P.G., Vidar, W.S., barbic, M., Aguinaldo, M.A.M., Franzblau, S.G., & Cordell, G.A., (2010) Globospiramine, a new antituberculosis bisaspidospermidine indole alkaloid from Voacanga globosa
    • Abstracts of Papers, 240th American Chemical Society National Meeting & Exposition, Boston, MA, United States
    • Macabeo, A.P.G., & Reiser, O., (2010) Vinylogous Mukaiyama approaches towards the stereoselective synthesis of bielschowskysin and norsecurinines
    • Abstracts of Papers, 240th American Chemical Society National Meeting & Exposition, Boston, MA, United States
    • Macabeo, A.P.G., Kreuzer, A., & Reiser, O., (2010) Diastereoselective routes to γ-aryl and γ-alkyl lactones: Mechanistic insights and model synthetic studies towards highly oxidized marine diterpenoids
    • Abstracts of Papers, 240th American Chemical Society National Meeting & Exposition, Boston, MA, United States
    • Macabeo, A.P.G., Kreuzer, A., & Reiser, O., (2011) Stereoselective Routes to Aryl Substituted γ-butyrolactones and their Application towards the Synthesis of Highly Oxidized Furanocembranoids
    • ChemInform Volume 42, No. 36
    • Macabeo, A.P.G., Krohn, K., Gehle, D., Read, R.W., Brophy, J.J., Cordell, G.A., Franzblau, S.G., & Aguinaldo, M.A.M., (2005) Indole Alkaloids from the Leaves of Philippine Alstonia scholaris
    • ChemInform Volume 36, No. 44
    • Macabeo, A.P., Vidar, W.S., Chen, X., Decker, M., Heilmann, J., Wan, B., Franzblau, S.G., Galvez, E.V., Aguinaldo, M.A., & Cordell, G.A., (2011) Mycobacterium tuberculosis and Cholinesterase Inhibitors from Voacanga globosa
    • ChemInform Volume 42, No. 41
    • Macabeo, A.P.G., Lehmann, C.W., & Reiser, O., (2013) Diastereoselective Synthesis of Enantiopure γ-Butenolide-butyrolactones towards Pseudopterogorgia Lactone Furanocembranoid Substructures
    • ChemInform Volume 44, No. 17
    • Macabeo, A.P.G., () Psychopharmacological indole alkaloids from terrestrial plants (Chapter 3)
    • In Kratom (Biak-Biak) and Related Compounds: the Chemistry and Pharmacology of Opioids from a Non-Opium Source. R. B. Raffa Ed. CRC Press Taylor and Francis Group.
    • Menguito, C.A., Albano, P.B.S., Macabeo, A.P.G., Manasala, T.L., & Santiago, K.S., (2003) Laboratory Experiments in Biochemistry
    • Department of Chemistry, College of Science, University of Santo Tomas, Manila