Novel propanamide analogue and antiproliferative diketopiperazines from mangrove Streptomyces sp. Q24.
A new propanamide analogue (1), along with one known alkaloid (2) and four known diketopiperazines (3-6), was isolated from a cultured broth of the actinomycete Streptomyces sp. Q24 that was obtained from a sample of mangrove soil. The structures of these isolates were characterised as 3-acetylamino-N-2-thienyl-propanamide (1), N-acetyltryptamine (2), cyclo-(l-phenylalanine-l-4-hydroxyproline) (3), cyclo-(l-leucine-l-4-hydroxyproline) (4), cyclo-(l-phenylalanine-d-4-hydroxyproline) (5) and cyclo-(l-leucine-l-proline) (6) based on their NMR and HRESIMS data as well as optical rotation. Three diketopiperazines (3, 4, 6) showed activity in inhibiting the proliferation of human glioma U87-MG and U251 cells. This type of the new propanamide analogue (1) is first found from a nature source and the antiproliferative property of these three diketopiperazines against glioma cells is also reported herein for the first time.
a Ocean College , Zhejiang University , Zhoushan , China.
Xuewei
X
Ye
a Ocean College , Zhejiang University , Zhoushan , China.
Weiyun
W
Chai
b College of Pharmaceutical Sciences , Zhejiang University , Hangzhou , China.
Xiao-Yuan
XY
Lian
a Ocean College , Zhejiang University , Zhoushan , China.
Zhizhen
Z
Zhang
D000577:Amides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D054659:Diketopiperazines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005285:Fermentation; D006801:Humans; D012988:Soil Microbiology; D013302:Streptomyces / Q000378:metabolism*; D014363:Tryptamines / Q000494:pharmacology
D000577:Amides; D000970:Antineoplastic Agents; D054659:Diketopiperazines; D014363:Tryptamines; C043464:N-acetyltryptamine
Mangrove Streptomyces sp; antiproliferative activity; diketopiperazines; glioma cells; new propanamide analogue