U.S. Department of Health and Human Services
 

 Contact Info

 
Tel: 301-496-1095
Email: hugog@mail.nih.gov
 

 Select Experience

 
  • Staff ScientistNIDDK, NIH1996–Present
  • Visiting ScientistNIDDK, NIH1995–1996
  • Visiting AssociateNIDDK, NIH1990–1995
  • Visiting FellowNIDDK, NIH1987–1990
  • Post-Graduate DegreeFacultad de Ciencias Exactas y Naturales1982
  • Licenciado in Chemical SciencesFacultad de Ciencias Exactas y Naturales1977
  • Ph.D.Facultad de Ciencias Exactas y Naturales1985
 

 Related Links

 

    H. Martin Garraffo, Ph.D.

    Staff Scientist, Clinical Mass Spectometry Core
    Specialties
    • Chemistry/Chemical Biology

    ​Publications

    A selection of recent and significant publications can be viewed below.

    Publications
    Chang YC, Khanal Lamichhane A, Garraffo HM, Walter PJ, Leerkes M, Kwon-Chung KJ. Molecular Mechanisms of Hypoxic Responses via Unique Roles of Ras1, Cdc24 and Ptp3 in a Human Fungal Pathogen Cryptococcus neoformans. PLoS Genet. 2014 Apr; 10 (4; 10; 2014 Apr):e1004292. [Full Text/Abstract]
    Jones TH, Adams RM, Spande TF, Garraffo HM, Kaneko T, Schultz TR. Histrionicotoxin Alkaloids Finally Detected in an Ant. J Nat Prod. 2012 Nov 26; 75 (2012 Nov 26; 75; 11):1930-6. [Full Text/Abstract]
    Garraffo HM, Andriamaharavo NR, Vaira M, Quiroga MF, Heit C, Spande TF. Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures. Springerplus. 2012 Dec; 1 (2012 Dec; 1):51. [Full Text/Abstract]
    Lee H, Khanal Lamichhane A, Garraffo HM, Kwon-Chung KJ, Chang YC. Involvement of PDK1, PKC and TOR signalling pathways in basal fluconazole tolerance in Cryptococcus neoformans. Mol Microbiol. 2012 Apr; 84 (2012 Apr; 1; 84):130-46. [Full Text/Abstract]
    Sionov E, Chang YC, Garraffo HM, Dolan MA, Ghannoum MA, Kwon-Chung KJ. Identification of a Cryptococcus neoformans cytochrome P450 lanosterol 14α-demethylase (Erg11) residue critical for differential susceptibility between fluconazole/voriconazole and itraconazole/posaconazole. Antimicrob Agents Chemother. 2012 Mar; 56 (56; 2012 Mar; 3):1162-9. [Full Text/Abstract]
    Saporito RA, Norton RA, Andriamaharavo NR, Garraffo HM, Spande TF. Alkaloids in the mite Scheloribates laevigatus: further alkaloids common to oribatid mites and poison frogs. J Chem Ecol. 2011 Feb; 37 (2; 2011 Feb; 37):213-8. [Full Text/Abstract]
    Fitch RW, Spande TF, Garraffo HM, Yeh HJ, Daly JW. Phantasmidine: an epibatidine congener from the ecuadorian poison frog Epipedobates anthonyi. J Nat Prod. 2010 Mar 26; 73 (73; 3; 2010 Mar 26):331-7. [Full Text/Abstract]
    Andriamaharavo NR, Garraffo HM, Saporito RA, Daly JW, Razafindrabe CR, Andriantsiferana M, Spande TF. Roughing it: a mantellid poison frog shows greater alkaloid diversity in some disturbed habitats. J Nat Prod. 2010 Mar 26; 73 (73; 3; 2010 Mar 26):322-30. [Full Text/Abstract]
    Jones TH, Garraffo HM, Spande TF, Andriamaharavo NR, Gorman JS, Snyder AJ, Jeter AW, Torres JA, Snelling RR, Daly JW. Caste-specific tyramides from Myrmicine ants. J Nat Prod. 2010 Mar 26; 73 (73; 3; 2010 Mar 26):313-6. [Full Text/Abstract]
    Saporito RA, Donnelly MA, Madden AA, Garraffo HM, Spande TF. Sex-related differences in alkaloid chemical defenses of the dendrobatid frog Oophaga pumilio from Cayo Nancy, Bocas del Toro, Panama. J Nat Prod. 2010 Mar 26; 73 (73; 3; 2010 Mar 26):317-21. [Full Text/Abstract]
    Toyooka N, Zhou D, Nemoto H, Tezuka Y, Kadota S, Andriamaharavo NR, Garraffo HM, Spande TF, Daly JW. Efficient enantio- and diastereodivergent synthesis of poison-frog alkaloids 251O and trans-223B. J Org Chem. 2009 Sep 4; 74 (74; 17; 2009 Sep 4):6784-91. [Full Text/Abstract]
    Sionov E, Chang YC, Garraffo HM, Kwon-Chung KJ. Heteroresistance to fluconazole in Cryptococcus neoformans is intrinsic and associated with virulence. Antimicrob Agents Chemother. 2009 Jul; 53 (7; 2009 Jul; 53):2804-15. [Full Text/Abstract]
    Garraffo HM. John William Daly, 1933-2008. Cell Mol Neurobiol. 2009 Jun; 29 (4; 2009 Jun; 29):439-40. [Full Text/Abstract]
    Daly JW, Ware N, Saporito RA, Spande TF, Garraffo HM. N-methyldecahydroquinolines: an unexpected class of alkaloids from Amazonian poison frogs (Dendrobatidae). J Nat Prod. 2009 Jun; 72 (72; 6; 2009 Jun):1110-4. [Full Text/Abstract]
    Fitch RW, Sturgeon GD, Patel SR, Spande TF, Garraffo HM, Daly JW, Blaauw RH. Epiquinamide: a poison that wasn't from a frog that was. J Nat Prod. 2009 Feb 27; 72 (72; 2; 2009 Feb 27):243-7. [Full Text/Abstract]
    Daly JW, Garraffo HM, Spande TF, Yeh HJ, Peltzer PM, Cacivio PM, Baldo JD, Faivovich J. Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus). Toxicon. 2008 Dec 15; 52 (2008 Dec 15; 8; 52):858-70. [Full Text/Abstract]
    Daly JW, Garraffo HM, Spande TF, Giddings LA, Saporito RA, Vieites DR, Vences M. Individual and geographic variation of skin alkaloids in three species of Madagascan poison frogs (Mantella). J Chem Ecol. 2008 Feb; 34 (2; 34; 2008 Feb):252-79. [Full Text/Abstract]
    Nelson A, Garraffo HM, Spande TF, Daly JW, Stevenson PJ. Facile synthesis of two diastereomeric indolizidines corresponding to the postulated structure of alkaloid 5,9E-259B from a Bufonid toad (Melanophryniscus). Beilstein J Org Chem. 2008 Jan 21; 4 (4; 2008 Jan 21):6. [Full Text/Abstract]
    Toyooka N, Kobayashi S, Zhou D, Tsuneki H, Wada T, Sakai H, Nemoto H, Sasaoka T, Garraffo HM, Spande TF, Daly JW. Synthesis of poison-frog alkaloids 233A, 235U, and 251AA and their inhibitory effects on neuronal nicotinic acetylcholine receptors. Bioorg Med Chem Lett. 2007 Nov 1; 17 (17; 21; 2007 Nov 1):5872-5. [Full Text/Abstract]
    Toyooka N, Zhou D, Nemoto H, Garraffo HM, Spande TF, Daly JW. Flexible synthetic routes to poison-frog alkaloids of the 5,8-disubstituted indolizidine-class I: synthesis of common lactam chiral building blocks and application to the synthesis of (-)-203A, (-)-205A, and (-)-219F. Beilstein J Org Chem. 2007 Sep 28; 3 (2007 Sep 28; 3):29. [Full Text/Abstract]
    Saporito RA, Donnelly MA, Norton RA, Garraffo HM, Spande TF, Daly JW. Oribatid mites as a major dietary source for alkaloids in poison frogs. Proc Natl Acad Sci U S A. 2007 May 22; 104 (104; 21; 2007 May 22):8885-90. [Full Text/Abstract]
    Daly JW, Wilham JM, Spande TF, Garraffo HM, Gil RR, Silva GL, Vaira M. Alkaloids in bufonid toads (melanophryniscus): temporal and geographic determinants for two argentinian species. J Chem Ecol. 2007 Apr; 33 (2007 Apr; 33; 4):871-87. [Full Text/Abstract]
    Jones TH, Voegtle HL, Miras HM, Weatherford RG, Spande TF, Garraffo HM, Daly JW, Davidson DW, Snelling RR. Venom chemistry of the ant Myrmicaria melanogaster from Brunei. J Nat Prod. 2007 Feb; 70 (2; 70; 2007 Feb):160-8. [Full Text/Abstract]
    Kobayashi S, Toyooka N, Zhou D, Tsuneki H, Wada T, Sasaoka T, Sakai H, Nemoto H, Garraffo HM, Spande TF, Daly JW. Flexible synthesis of poison-frog alkaloids of the 5,8-disubstituted indolizidine-class. II: Synthesis of (-)-209B, (-)-231C, (-)-233D, (-)-235B", (-)-221I, and an epimer of 193E and pharmacological effects at neuronal nicotinic acetylcholine receptors. Beilstein J Org Chem. 2007; 3 (3; 2007):30. [Full Text/Abstract]
    Saporito RA, Donnelly MA, Garraffo HM, Spande TF, Daly JW. Geographic and seasonal variation in alkaloid-based chemical defenses of Dendrobates pumilio from Bocas del Toro, Panama. J Chem Ecol. 2006 Apr; 32 (32; 4; 2006 Apr):795-814. [Full Text/Abstract]
    Andriamaharavo NR, Andriantsiferana M, Stevenson PA, O'mahony G, Yeh HJ, Kaneko T, Garraffo HM, Spande TF, Daly JW. A revised structure for alkaloid 235C isolated from skin extracts of mantellid (Mantella) frogs of Madagascar. J Nat Prod. 2005 Dec; 68 (68; 2005 Dec; 12):1743-8. [Full Text/Abstract]
    Macfoy C, Danosus D, Sandit R, Jones TH, Garraffo HM, Spande TF, Daly JW. Alkaloids of anuran skin: antimicrobial function?. Z Naturforsch C. 2005 Nov-Dec; 60 (11-12; 60; 2005 Nov-Dec):932-7. [Full Text/Abstract]
    Daly JW, Spande TF, Garraffo HM. Alkaloids from amphibian skin: a tabulation of over eight-hundred compounds. J Nat Prod. 2005 Oct; 68 (68; 2005 Oct; 10):1556-75. [Full Text/Abstract]
    Daly JW, Noimai N, Kongkathip B, Kongkathip N, Wilham JM, Garraffo HM, Kaneko T, Spande TF, Nimit Y, Nabhitabhata J, Chan-Ard T. Biologically active substances from amphibians: preliminary studies on anurans from twenty-one genera of Thailand. Toxicon. 2004 Dec 15; 44 (8; 44; 2004 Dec 15):805-15. [Full Text/Abstract]
    Saporito RA, Garraffo HM, Donnelly MA, Edwards AL, Longino JT, Daly JW. Formicine ants: An arthropod source for the pumiliotoxin alkaloids of dendrobatid poison frogs. Proc Natl Acad Sci U S A. 2004 May 25; 101 (101; 2004 May 25; 21):8045-50. [Full Text/Abstract]
    Saporito RA, Donnelly MA, Hoffman RL, Garraffo HM, Daly JW. A siphonotid millipede (Rhinotus) as the source of spiropyrrolizidine oximes of dendrobatid frogs. J Chem Ecol. 2003 Dec; 29 (2003 Dec; 12; 29):2781-6. [Full Text/Abstract]
    Fitch RW, Garraffo HM, Spande TF, Yeh HJ, Daly JW. Bioassay-guided isolation of epiquinamide, a novel quinolizidine alkaloid and nicotinic agonist from an Ecuadoran poison frog, Epipedobates tricolor. J Nat Prod. 2003 Oct; 66 (66; 10; 2003 Oct):1345-50. [Full Text/Abstract]
    Daly JW, Garraffo HM, Spande TF, Clark VC, Ma J, Ziffer H, Cover JF Jr. Evidence for an enantioselective pumiliotoxin 7-hydroxylase in dendrobatid poison frogs of the genus Dendrobates. Proc Natl Acad Sci U S A. 2003 Sep 16; 100 (100; 19; 2003 Sep 16):11092-7. [Full Text/Abstract]
    Daly JW, Kaneko T, Wilham J, Garraffo HM, Spande TF, Espinosa A, Donnelly MA. Bioactive alkaloids of frog skin: combinatorial bioprospecting reveals that pumiliotoxins have an arthropod source. Proc Natl Acad Sci U S A. 2002 Oct 29; 99 (99; 2002 Oct 29; 22):13996-4001. [Full Text/Abstract]
    Toyooka N, Fukutome A, Nemoto H, Daly JW, Spande TF, Garraffo HM, Kaneko T. Synthesis of alkaloid 223A and a structural revision. Org Lett. 2002 May 16; 4 (4; 10; 2002 May 16):1715-7. [Full Text/Abstract]
    Smith BP, Tyler MJ, Kaneko T, Garraffo HM, Spande TF, Daly JW. Evidence for biosynthesis of pseudophrynamine alkaloids by an Australian myobatrachid frog (pseudophryne) and for sequestration of dietary pumiliotoxins. J Nat Prod. 2002 Apr; 65 (4; 2002 Apr; 65):439-47. [Full Text/Abstract]
    Garraffo HM, Jain P, Spande TF, Daly JW, Jones TH, Smith LJ, Zottig VE. Structure of alkaloid 275A, a novel 1-azabicyclo[5.3.0]decane from a dendrobatid frog, Dendrobates lehmanni: synthesis of the tetrahydrodiastereomers. J Nat Prod. 2001 Apr; 64 (2001 Apr; 64; 4):421-7. [Full Text/Abstract]
    Garraffo HM, Spande TF, Jain P, Kaneko T, Jones TH, Blum MS, Ali TM, Snelling RR, Isbell LA, Robertson HG, Daly JW. Ammonia chemical ionization tandem mass spectrometry in structural determination of alkaloids. II. Tetraponerines from pseudomyrmecine ants. Rapid Commun Mass Spectrom. 2001; 15 (16; 2001; 15):1409-15. [Full Text/Abstract]
    Daly JW, Garraffo HM, Spande TF, Decker MW, Sullivan JP, Williams M. Alkaloids from frog skin: the discovery of epibatidine and the potential for developing novel non-opioid analgesics. Nat Prod Rep. 2000 Apr; 17 (2; 17; 2000 Apr):131-5. [Full Text/Abstract]
    Jones TH, Flournoy RC, Torres JA, Snelling RR, Spande TF, Garraffo HM. 3-methyl-4-phenylpyrrole from the ants Anochetus kempfi and Anochetus mayri. J Nat Prod. 1999 Sep; 62 (1999 Sep; 62; 9):1343-5. [Full Text/Abstract]
    Rumsey SC, Welch RW, Garraffo HM, Ge P, Lu SF, Crossman AT, Kirk KL, Levine M. Specificity of ascorbate analogs for ascorbate transport. Synthesis and detection of [(125)I]6-deoxy-6-iodo-L-ascorbic acid and characterization of its ascorbate-specific transport properties. J Biol Chem. 1999 Aug 13; 274 (33; 1999 Aug 13; 274):23215-22. [Full Text/Abstract]
    Garraffo HM, Spande TF, Jones TH, Daly JW. Ammonia chemical ionization tandem mass spectrometry in structure determination of alkaloids. I. Pyrrolidines, piperidines, decahydroquinolines, pyrrolizidines, indolizidines, quinolizidines and an azabicyclo[5.3.0]decane. Rapid Commun Mass Spectrom. 1999; 13 (1999; 15; 13):1553-63. [Full Text/Abstract]
    Spande TF, Jain P, Garraffo HM, Pannell LK, Yeh HJC, Daly JW, Fukumoto S, Imamura K, Tokuyama T, Torres JA, Snelling RR, Jones TH. Occurrence and significance of decahydroquinolines from dendrobatid poison frogs and a myrmicine ant: use of 1H and 13C NMR in their conformational analysis. J Nat Prod. 1999 Jan; 62 (1999 Jan; 62; 1):5-21. [Full Text/Abstract]
    Daly JW, Garraffo HM, Hall GS, Cover JF Jr. Absence of skin alkaloids in captive-raised Madagascan mantelline frogs (Mantella) and sequestration of dietary alkaloids. Toxicon. 1997 Jul; 35 (35; 7; 1997 Jul):1131-5. [Full Text/Abstract]
    Badio B, Garraffo HM, Padgett WL, Greig NH, Daly JW. Pseudophrynaminol: a potent noncompetitive blocker of nicotinic receptor-channels. Biochem Pharmacol. 1997 Mar 7; 53 (1997 Mar 7; 5; 53):671-6. [Full Text/Abstract]
    Badio B, Garraffo HM, Plummer CV, Padgett WL, Daly JW. Synthesis and nicotinic activity of epiboxidine: an isoxazole analogue of epibatidine. Eur J Pharmacol. 1997 Feb 26; 321 (321; 2; 1997 Feb 26):189-94. [Full Text/Abstract]
    Garraffo HM, Jain P, Spande TF, Daly JW. Alkaloid 223A: the first trisubstituted indolizidine from dendrobatid frogs. J Nat Prod. 1997 Jan; 60 (1997 Jan; 60; 1):2-5. [Full Text/Abstract]
    Jain P, Garraffo HM, Yeh HJ, Spande TF, Daly JW, Andriamaharavo NR, Andriantsiferana M. A 1,4-disubstituted quinolizidine from a Madagascan mantelline frog (Mantella). J Nat Prod. 1996 Dec; 59 (12; 59; 1996 Dec):1174-8. [Full Text/Abstract]
    Rabemanantsoa A, Ranarivelo Y, Andriantsiferana M, Tillequin F, Silverton JV, Garraffo HM, Spande TF, Yeh HJ, Daly JW. A new secotrinervitane diterpene isolated from soldiers of the Madagascan termite species, Nasutitermes canaliculatus. J Nat Prod. 1996 Sep; 59 (1996 Sep; 59; 9):883-6. [Full Text/Abstract]
    Jones TH, Torres JA, Spande TF, Garraffo HM, Blum MS, Snelling RR. Chemistry of venom alkaloids in someSolenopsis (Diplorhoptrum) species from Puerto Rico. J Chem Ecol. 1996 Jul; 22 (1996 Jul; 7; 22):1221-36. [Full Text/Abstract]