Aminorifamycins and Sporalactams Produced in Culture by a Micromonospora sp. Isolated from a Northeastern-Pacific Marine Sediment Are Potent Antibiotics.
The new ansa macrolide antibiotics 1 to 4 have been isolated from cultures of a Micromonospora sp. obtained from a marine sediment. Rifamycins 1 and 2 are the first natural ansa macrolides to have a 3-amino substituent. Sporalactams A (3) and B (4) are comprised of a heterocylic core 5 and a 14-membered ansa bridge that are both unprecedented. Sporalactam B (4) shows selective and potent inhibition of Mycobacterium tuberculosis.
Departments of Chemistry and Earth, Ocean and Atmospheric Sciences, University of British Columbia , 2036 Main Mall, Vancouver, B.C., Canada V6T 1Z1.
David E
DE
Williams
Departments of Chemistry and Earth, Ocean and Atmospheric Sciences, University of British Columbia , 2036 Main Mall, Vancouver, B.C., Canada V6T 1Z1.|Department of Pharmacy and Gregor Mendel Research Laboratories, University of San Agustin , Iloilo City, Philippines.
Doralyn S
DS
Dalisay
Department of Chemistry, University of British Columbia , 2036 Main Mall, Vancouver, B.C., Canada V6T 1Z1.
Jessie
J
Chen
Department of Chemistry, University of British Columbia , 2036 Main Mall, Vancouver, B.C., Canada V6T 1Z1.
Elena A
EA
Polishchuck
Department of Chemistry, University of British Columbia , 2036 Main Mall, Vancouver, B.C., Canada V6T 1Z1.
Brian O
BO
Patrick
Infection and Immunity Research Centre, University of British Columbia , 350-2660 Oak Street, Vancouver, B.C., Canada V6H 3Z6.
Gagandeep
G
Narula
Infection and Immunity Research Centre, University of British Columbia , 350-2660 Oak Street, Vancouver, B.C., Canada V6H 3Z6.
Mary
M
Ko
Infection and Immunity Research Centre, University of British Columbia , 350-2660 Oak Street, Vancouver, B.C., Canada V6H 3Z6.
Yossef
0000-0002-9547-0237
Y
Av-Gay
Departments of Biochemistry and Biomedical Sciences, McMaster University , Hamilton, Ontario, Canada.
Haoxin
H
Li
Departments of Biochemistry and Biomedical Sciences, McMaster University , Hamilton, Ontario, Canada.
Nathan
N
Magarvey
Departments of Chemistry and Earth, Ocean and Atmospheric Sciences, University of British Columbia , 2036 Main Mall, Vancouver, B.C., Canada V6T 1Z1.
Raymond J
0000-0002-7607-8213
RJ
Andersen
D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000494:pharmacology; D003470:Culture Media; D019015:Geologic Sediments / Q000382:microbiology*; D018942:Macrolides / Q000737:chemistry / Q000378:metabolism*; D008847:Micromonospora / Q000378:metabolism*; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D012294:Rifamycins / Q000096:biosynthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D003470:Culture Media; D018942:Macrolides; D012294:Rifamycins