Poonsakdi Ploypradith, Ph.D.

poonsakdi.jpg

Affiliation: Laboratory of Medicinal Chemistry (R403B; Ext. 1413-4)
Office: R413 (Ext. 1411)
E-mail: poonsakdi@cri.or.th

Education

1994B.A. (Chemistry), Honors The Johns Hopkins University, USA
1996M.A. (Organic Chemistry)The Johns Hopkins University, USA
1999Ph.D. (Organic Chemistry)The Johns Hopkins University, USA
1999-2000Postdoctoral TrainingThe Johns Hopkins University, USA

Research Interests

  • Development of synthetic methodologies and their applications in total syntheses of natural products
  • Structure-activity relationships of some synthetic marine natural products including their unnatural synthetic analogues
  • Use of polymer-supported reagents as environmentally friendly alternatives in organic synthesis including protecting group manipulation and ortho-quinone methide chemistry

Selected Publications

  1. Songthammawat, P.; Wangngae, S.; Matsumoto, K.; Duangkamol, C.; Ruchirawat, S.; Ploypradith, P. Bioinspired diastereoconvergent synthesis of the tricyclic core of palodesangrens via Diels-Alder reaction, LiAlH4-mediated isomerization, and acid-mediated cyclization. J. Org. Chem. 2018, 83, in press.
  2. Tangdenpaisal, K.; Chuayboonsong, K.; Ruchirawat, S.; Ploypradith, P. A Divergent Strategy for the Diastereoselective Synthesis of the Tricyclic 6,7-diaryl-tetrahydro-6H-benzo[c]chromene Core via Pt(IV)-catalyzed Cycloaddition of ortho-Quinone Methides and Olefin Ring-closing Metathesis. J. Org. Chem. 2017, 82, 2672-2688.
  3. Kitisripanya, T.; Inyai, C.; Krittanai, S.; Likhitwitayawuid, K.; Sritularak, B.; Ploypradith, P.; Tanaka, H.; Morimoto, S.; Putalun, W. Monoclonal Antibody-based Immunoassay for Determination of Oxyresveratrol from Artocarpus lacucha Buch.-Ham. J. Nat. Med. 2017, 71, 523-530.
  4. Tadtong, S.; Chatsumpun, N.; Sritularak, B.; Jongbunprasert, V.; Ploypradith, P.; Likhitwitayawuid, K. Effects of Oxyresveratrol and its Derivatives on Cultured P19-derived Neurons. Trop. J. Pharm. Res. 2016, 15, 2619-2628.
  5. Yasamut, K.; Jongcharoenkamol, J.; Ruchirawat, S.; Ploypradith, P. A Modified Cu(0)-Cu(I)-mediated Caryl-Caryl Ullmann Coupling for the Synthesis of Biaryls. Tetrahedron 2016, 72, 5994-6000.
    (Invited article for the Special Issue: Organocopper to Medicinal Chemistry)
  6. Chatsumpun, N.; Chuanasa, T.; Sritularak, B.; Lipipun, V.; Jongbunprasert, V.; Ruchirawat, S.; Ploypradith, P.; Likhitwitayawuid, K. Oxyresveratrol: Structural Modification and Evaluation of Biological Activities. Molecules 2016, 21, 489.
  7. Teppawong, A.; Ploypradith, P.; Chuawong, P.; Ruchirawat, S.; Chittchang, M. Facile and Divergent Synthesis of Lamellarins and Lactam-containing Derivatives with Improved Drug-likeness and Biological Activities. Chem. Asian J. 2015, 10, 2631-2650.
  8. Tangdenpaisal, K.; Chuayboonsong, K.; Sukjarean, P.; Katesampao, V.; Noiphrom, N.; Ruchirawat, S.; Ploypradith, P. Synthesis of C4-C5 Cycloalkyl-fused and C6-modified Chromans via ortho-Quinone Methides. Chem. Asian J. 2015, 10, 1050-1064.
  9. Tangdenpaisal, K.; Worayuthakarn, R.; Karnkla, S.; Ploypradith, P.; Intachote, P.; Sengsai, S.; Saimanee, B.; Ruchirawat, S.; Chittchang, M. Designing New Analogs for Streamlining the Structure of Cytotoxic Lamellarin Natural Products. Chem. Asian J. 2015, 10, 925-937.
  10. Tangdenpaisal, K.; Ruchirawat, S.; Ploypradith, P. Synthesis of the Thyroid Hormone Analog GC-1 via Bi(OTf)3-catalyzed Benzylation. Tetrahedron 2014, 70, 6789-6795.
  11. Sarnpitak, P.; Trongchit, K.; Kostenko, Y.; Sathalalai, S.; Gleeson, M. P.; Ruchirawat, S.; Ploypradith, P. Synthesis of Substituted 2-Arylindanes from E-(2-Stilbenyl)methanols via Lewis acid-mediated Cyclization and Nucleophililc Transfer from Trialkylsilyl Reagents. J. Org. Chem. 2013, 78, 8281-8296.
  12. Tangdenpaisal, K.; Phakhodee, W.; Ruchirawat, S.; Ploypradith, P. Facile Synthesis of Diarylmethanes via Quinone Methides. Tetrahedron 2013, 69, 933-941.
  13. Disadee, W.; Ploypradith, P.; Aree, T.; Ruchirawat, S. A Novel Approach for the Synthesis of Lophocladines A, B and C1 Analogues. Tetrahedron Lett. 2011, 52, 6142-6144.
  14. Radomkit, S.; Sarnpitak, P.; Tummatorn, J.; Batsomboon, P.; Ruchirawat, S.; Ploypradith, P. Pt(IV)- and Au(III)-Catalyzed Generation of o-Quinone Methides and [4+2]-Cycloaddition Reactions. Tetrahedron 2011, 67, 3904-3914.
  15. Thipnate, P.; Chittchang, M.; Thasana, N.; Saparpakorn, P.; Ploypradith, P.; Hannongbua, S. Exploring the Molecular Basis for Selective Cytotoxicity of Lamellarins against Human Hormone-dependent T47D and Hormone-independent MDA-MB-231 Breast Cancer Cells. Monatsh. Chem. 2011, 142, 97-109.
  16. Pungkham, H.; Swatdipakdi, N.; Theerasilp, M.; Chittchang, M.; Karnkla, S.; Ploypradith, P.; Nasongkla, N. PEG-b-PCL and PEG-b-PLA Polymeric Micelles as Nanocarriers for Lamellarin N Delivery. IEEE 2011, 3245-3248.
  17. Chittchang, C.; Gleeson, M. P.; Ploypradith, P.; Ruchirawat, S. Assessing the Drug-likeness of Lamellarins, a Marine Derived Natural Product Class with Diverse Oncological Activities. Eur. J. Med. Chem. 2010, 45, 2165-2172.
  18. Tummatorn, J.; Ruchirawat, S.; Ploypradith, P. A Convergent General Strategy for the Functionalized 2-Aryl Cycloalkyl-fused Chromans: Intramolecular Hetero Diels—Alder (HDA) Reactions of ortho-Quinone Methides (o-QMs). Chem. Eur. J. 2010, 16, 1445-1448.
  19. Batsomboon, P.; Phakhodee, W.; Ruchirawat, S.; Ploypradith, P. Generation of ortho-Quinone Methides by p-TsOH on Silica and Their Hetero-Diels—Alder Reactions with Styrenes. J. Org. Chem. 2009, 74, 4009-4012.
  20. Chittchang, M.; Batsomboon, P.; Ruchirawat, S.; Ploypradith, P. Cytotoxicities and Structure-Activity Relationships of Natural and Unnatural Lamellarins towards Cancer Cell Lines. ChemMedChem 2009, 4, 457-465.

Students Supervised

Thesis Advisees:

2007_paratchata.jpg Mr. Paratchata Batsomboon, M.Sc. student (June 2007-August 2009)

2008_suttipol.jpg Mr. Suttipol Radomkit, M.Sc. student (June 2008-July 2010)

2008_pakornwit.jpg Mr. Pakornwit Sarnpitak, M.Sc. student (June 2008-August 2010)

2009_patchaya.jpg Ms. Patchaya Sukjarean, M.Sc. student (June 2009-present)

2009_varisa.jpg Ms. Varisa Katesampao, M.Sc. student (June 2009-present)

Co-advisees:

2010_huy.jpg Mr. Le Van Huy, M.Sc. student (June 2010-present)

2010_kamil.jpg Ms. Kamil Prajapati, M.Sc. student (June 2010-present)