|
|
|
|||||||
|
|
|
|
||||
|
|
|
|
|
|
|
|
|
Department of Phone: 718-951-5000 ext. 2830
|
||||||
|
|
||||||
|
|
||||||
|
|
||||||
|
Our group is interested in fundamental
aspects of organic chemistry. Factors that control reactions of oxygen
and sulfur species are of interest. We are involved in research of
atomic oxygen, singlet molecular oxygen, and other reactive and cytotoxic
agents. Some molecules used in our studies (polysulfanes) exhibit
cytotoxic properties that must have taken eons to evolve, formed by marine
invertebrates to deter predators. Our synthetic chemistry aims to
create polysulfanes with increased anti-tumor activity over those found in
Nature. Using chemicals synthesized with functionality to initiate cell
responses or the modulation of specific cell sensitivity is of
interest. Examining toxicity of other reactive intermediates, such as
the toxic electrophilic quinones is also of interest. Computations are
used to try to deepen our understanding of experiments. We often probe
organic mechanisms with ab initio and density functional theory. Currently, our research is
supported by the National Institutes of Health. |
||||||
|
LABORATORY ROTATIONS Techniques to be learned upon doing lab
rotations may include: Methods in Photochemistry, Organic Synthesis, and Drug
Design; Nuclear Magnetic Resonance and Liquid Chromatography-Mass
Spectrometry (LC/MS) Techniques, Laser Spectroscopy, and Computational
Theory. |
||||||
|
CURRENT GROUP 2008 Dr. David Aebisher (Postdoc), Dr. Laila H. Wazneh-Khalil (visiting scientist), Adaickapillai Mahendran (Ph.D. student), Alvaro Castillo (Ph.D. student), Matibur Zamadar (Ph.D. student), Nikolay Azar (Master’s student), Sarah Celebi (undergraduate student), Wang Chan (undergraduate student), Martine Paulynice (undergraduate student). |
||||||
|
|
||||||
|
[(a) Ph.D. student; (b) MS student; (c) undergraduate student at Brooklyn College] 1. E. M. Greer; D. Aebisher; A.
Greer; R. Bentley “Computational Studies of the Tropone Natural Products,
Thiotropocin, Tropodithietic acid, and Troposulfenin. Significance of
Thiocarbonyl-enol Tautomerism” J. Org. Chem. 2008, 73,
280-283. 2. A. Castillo,(a) J. F.
Liebman; A. Greer “Quinones, Monoradicals and Diradicals
From 3- and 4-Mercaptocatechol, and 3,4-Bismercaptocatechol: A
Computational Study of a Plausibly Biomimetic Reaction” J. Sulfur
Chem. 2008, 29, 445-457. 3. D. Aebisher, A. Greer; preface.
“Extreme Sulfur Chemistry” [In: J. Sulfur Chem. 2008; 29, 241-241]. 4. D. Aebisher; N. S. Azar,(b)
M. Zamadar;(a) H. D. Gafney; 5. A. Greer and J. F. Liebman “Paradigms
and Paradoxes: Energetics of the Oxidative Cleavage of Azo Compounds” Struct. Chem. 2008, in press. 6. D. Aebisher; E. M. Brzostowska;(a)
N. Sawwan;(a) R. Ovalle; A. Greer “Implications for the
Existence of a Heptasulfur Linkage in Natural o-Benzopolysulfanes” J.
Nat. Prod. 2007, 70, 1492-1494. 7. A. Greer “Organic Chemistry:
Molecular Crosstalk” Nature 2007, 447, 273-274. 8. E. M. Brzostowska;(a) M.
Paulynice;(c) R. Bentley, A. Greer “Planar Chirality Due to
a Polysulfur Ring in Natural Pentathiepin Cytotoxins. Implications of
Planar Chirality for Enantiospecific Biosynthesis and Toxicity” Chem.
Res. Toxicol. 2007, 20, 1046-1052. 9. D. Aebisher; E. M. Brzostowska;(a)
M. Adaickapillai;(a) A. Greer “Regioselective (Biomimetic)
Synthesis of a Pentasulfane From Ortho-benzoquinone” J. Org.
Chem. 2007, 72, 2951-2955. 10. A. T. Frank;(c) N. S. Farina;(b)
N. Sawwan;(a) O. R. Wauchope;(c) M. Qi;(b)
E. M. Brzostowska;(a) W. Chan;(c) F. W. Grasso; P.
Haberfield; A. Greer “Natural Macromolecules Have a Possible
Limited Structural Diversity” Molecular Diversity 2007, 11, 115-118. 11. N. Sawwan;(a) A. Greer “Rather
Exotic Types of Cyclic Peroxides: Heteroatom Dioxiranes” Chemical
Reviews 2007, 107, 3247-3285. 12. A. T. Frank;(c) A. Adenike;(c)
D. Aebisher; A. Greer; R. Gao; J. F. Liebman “Paradigms and Paradoxes:
Energetics of the Oxidative Cleavage of Indigo” Struct. Chem. 2007,
18, 71-74. 13. O. R. Wauchope;(c) S. Shakya;(b)
N. Sawwan;(a) J. F. Liebman; A. Greer “Photocleavage of
Plasmid DNA by Dibenzothiophene S-oxide Under Anaerobic
Conditions” J. Sulfur Chem. 2007, 28, 11-17. 14. A. Greer; preface. “Organic Chemistry of
Singlet Oxygen” [In: Tetrahedron 2006; 62,
10603-10776]. 15. A. Greer “Christopher Foote’s Discovery
of the Role of Singlet Oxygen [1O2 (1∆g)]
in Photosensitized Oxidation Reactions” Acc. Chem. Res. 2006,
39, 797-804. 16. A. Greer; O. R. Wauchope;(c) N. S.
Farina;(b) P. Haberfield; J. F. Liebman “Paradigms and
Paradoxes: Mechanisms for Possible Enhanced Biological Activity of
Bilaterally Symmetrical Chemicals” Struct. Chem. 2006, 17,
347-350. 17. N. Sawwan;(a) A. Greer “The
Generation of Mono- and Bis-dioxiranes from 2,3-Butanedione” J. Org.
Chem. 2006, 71, 5796-5799. 18. N. Gandra, Aaron T. Frank,(c) O. Le
Gendre,(a) N. Sawwan,(a) D. Aebisher, J. F. Liebman, K.
N. Houk, A. Greer, and R. Gao “Possible Singlet Oxygen
Generation from the Photolysis of Indigo Dyes in Methanol, DMSO, Water, and
Ionic Liquid, 1-Butyl-3-methylimidazolium tetrafluoroborate” Tetrahedron
2006, 62, 10771-10776. Accompanying website http://www.brooklyn.cuny.edu/pub/Faculty_Details5.jsp?faculty=576 |
||||||
|
ACADEMIC RECORD Assistant Professor (1999-2003), Associate Professor (2004-2007),
Professor (2008-present) at the Graduate Center and CUNY Brooklyn College. |
||||||
|
|
||||||
|
|
||||||