Pepticinnamins N, O, and P, Nonribosomal Peptides from the Soil-Derived Streptomyces mirabilis P8-A2
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Pepticinnamins N, O, and P, Nonribosomal Peptides from the Soil-Derived Streptomyces mirabilis P8-A2. / Mohamed, Manar Magdy Mahmoud; Abboud, Maria Mahmoud; Maleckis, Matiss; Souza, Luciano D.O.; Moreira, José M.A.; Gotfredsen, Charlotte H.; Weber, Tilmann; Ding, Ling.
In: Journal of Natural Products, Vol. 87, No. 4, 2024, p. 1075–1083.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Pepticinnamins N, O, and P, Nonribosomal Peptides from the Soil-Derived Streptomyces mirabilis P8-A2
AU - Mohamed, Manar Magdy Mahmoud
AU - Abboud, Maria Mahmoud
AU - Maleckis, Matiss
AU - Souza, Luciano D.O.
AU - Moreira, José M.A.
AU - Gotfredsen, Charlotte H.
AU - Weber, Tilmann
AU - Ding, Ling
N1 - Publisher Copyright: © 2024 American Chemical Society and American Society of Pharmacognosy.
PY - 2024
Y1 - 2024
N2 - Cinnamoyl moiety containing nonribosomal peptides represented by pepticinnamin E are a growing family of natural products isolated from different Streptomyces species and possess diverse bioactivities. The soil bacterium Streptomyces mirabilis P8-A2 harbors a cryptic pepticinnamin biosynthetic gene cluster, producing azodyrecins as major products. Inactivation of the azodyrecin biosynthetic gene cluster by CRISPR-BEST base editing led to the activation and production of pepticinnamin E (1) and its analogues, pepticinnamins N, O, and P (2-4), the structures of which were determined by detailed NMR spectroscopy, HRMS data, and Marfey’s reactions. These new compounds did not show a growth inhibitory effect against the LNCaP and C4-2B prostate cancer lines, respectively.
AB - Cinnamoyl moiety containing nonribosomal peptides represented by pepticinnamin E are a growing family of natural products isolated from different Streptomyces species and possess diverse bioactivities. The soil bacterium Streptomyces mirabilis P8-A2 harbors a cryptic pepticinnamin biosynthetic gene cluster, producing azodyrecins as major products. Inactivation of the azodyrecin biosynthetic gene cluster by CRISPR-BEST base editing led to the activation and production of pepticinnamin E (1) and its analogues, pepticinnamins N, O, and P (2-4), the structures of which were determined by detailed NMR spectroscopy, HRMS data, and Marfey’s reactions. These new compounds did not show a growth inhibitory effect against the LNCaP and C4-2B prostate cancer lines, respectively.
U2 - 10.1021/acs.jnatprod.4c00029
DO - 10.1021/acs.jnatprod.4c00029
M3 - Journal article
C2 - 38591246
AN - SCOPUS:85190113337
VL - 87
SP - 1075
EP - 1083
JO - Journal of Natural Products
JF - Journal of Natural Products
SN - 0163-3864
IS - 4
ER -
ID: 389088311