Isolation of Pyrrolocins A-C: cis - and trans -Decalin Tetramic Acid Antibiotics from ... ·...
Transcript of Isolation of Pyrrolocins A-C: cis - and trans -Decalin Tetramic Acid Antibiotics from ... ·...
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Isolation of Pyrrolocins A-C: cis- and trans-Decalin Tetramic Acid Antibiotics from an Endophytic Fungal-Derived Pathway
Raquel C. Jadulco,† Michael Koch,
† Thomas B. Kakule,
‡ Eric W. Schmidt,
‡ Anita Orendt,
∆ Haiyin He,
§ Jeffrey E. Janso,
§ Guy T.
Carter,ǁ Erica C. Larson,
† Christopher Pond,
† Teatulohi K. Matainaho,
┴ and Louis R. Barrows
†┴*
†Department of Pharmacology and Toxicology, University of Utah, Salt Lake City, Utah, USA
‡Department of Medicinal Chemistry, University of Utah, Salt Lake City, Utah, USA
∆ Center for High Performance Computing, University of Utah, Salt Lake City, Utah, USA
§Natural Products – Worldwide Medicinal Chemistry, Pfizer Worldwide Research and Development, 445 Eastern Point Road, Groton,
Connecticut 06340, USA
ǁCarter-Bernan Consulting, 350 Phillips Hill Road, New City, NY 10956 , USA
┴School of Medicine and Health Sciences, University of Papua New Guinea, Boroko, NCD, Papua New Guinea
*Email: [email protected]. Phone: (801) 5824547. Fax (801) 5855111
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List of supporting information
No. Content Page
S1 1H NMR of Compound 1 in DMSO-d6 at 400 MHz. 3
S2 13
C NMR of Compound 1 in DMSO-d6 at 100 MHz. 4
S3 COSY of Compound 1 in DMSO-d6 at 400 MHz. 5
S4 HSQC of Compound 1 in DMSO-d6 at 400 MHz. 6
S5 HMBC of Compound 1 in DMSO-d6 at 400 MHz. 7
S6 ROESY of Compound 1 in DMSO-d6 at 400 MHz. 8
S7 1H NMR of Compound 2 in CD3OD at 500 MHz. 9
S8 13
C NMR of Compound 2 in CD3OD at 125 MHz. 10
S9 COSY of Compound 2 in DMSO-d6 at 500 MHz. 11
S10 ROESY of Compound 2 in DMSO-d6 at 500 MHz. 12
S11 HMBC of Compound 2 in DMSO-d6 at 500 MHz. 13
S12 HSQC of Compound 2 in DMSO-d6 at 500 MHz 14
S13 1H NMR of Compound 3 in DMSO-d6 at 500 MHz 15
S14 13
C NMR of Compound 3 in DMSO-d6 at 125 MHz 16
S15 COSY of Compound 3 in DMSO-d6 at 500 MHz. 17
S16 HMBC of Compound 3 in DMSO-d6 at 500 MHz 18
S17 HSQC of Compound 3 in DMSO-d6 at 500 MHz 19
S18 ROESY of Compound 3 in DMSO-d6 at 500 MHz 20
S19 Relevant part of the HPLC chromatogram of hydrolytic product serine-FDLA (HPS-FDLA) co-
injected with D-serine-FDLA
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S20 Relevant part of the HPLC chromatogram of hydrolytic product serine-FDLA (HPS-FDLA) co-
injected with L-serine-FDLA
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S1. 1H NMR of Compound 1 in DMSO-d6 at 400 MHz.
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S2. 13
C NMR of Compound 1 in DMSO-d6 at 100 MHz.
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S3. COSY of Compound 1 in DMSO-d6 at 400 MHz.
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S4. HSQC of Compound 1 in DMSO-d6 at 400 MHz.
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S5. HMBC of Compound 1 in DMSO-d6 at 400 MHz.
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S6. ROESY of Compound 1 in DMSO-d6 at 400 MHz.
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S7. 1H NMR of Compound 2 in CD3OD at 500 MHz.
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S8. 13
C NMR of Compound 2 in CD3OD at 125 MHz.
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S9. COSY of Compound 2 in DMSO-d6 at 500 MHz.
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S10. ROESY of Compound 2 in DMSO-d6 at 500 MHz.
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S11. HMBC of Compound 2 in DMSO-d6 at 500 MHz.
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S12. HSQC of Compound 3 in DMSO-d6 at 500 MHz.
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S13. 1H NMR of Compound 3 in DMSO-d6 at 500 MHz.
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S14. 13
C NMR of Compound 3 in DMSO-d6 at 125 MHz.
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S15. COSY of Compound 3 in DMSO-d6 at 500 MHz.
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S16. HMBC of Compound 3 in DMSO-d6 at 500 MHz.
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S17. HSQC of Compound 3 in DMSO-d6 at 500 MHz.
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S18. ROESY of Compound 3 in DMSO-d6 at 500 MHz.
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S19. Relevant part of the HPLC chromatogram of hydrolytic product serine-FDLA (HPS-FDLA) co-injected with D-serine-FDLA.
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S20. Relevant part of the HPLC chromatogram of hydrolytic product serine-FDLA (HPS-FDLA) co-injected with L-serine-FDLA.