Antitumor activity of kijanimicin.

Bradner, William T.; Claridge, C. A.; Huftalen, James B.

doi:10.7164/antibiotics.36.1078

Cited by 22 publications

(15 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Most members of this group show potent activity against Gram-positive bacteria 34e , 36 as well as cytotoxicity against various cancer cell lines. 36a , 36b , 37 In addition, kijanimicin was shown to exhibit robust anticancer 38 and antimalarial activities 34e in mouse models. Moreover, Fenical et al reported promising anti-inflammatory activities of lobophorins in a mouse ear edema model.…”

Section: Biology Of Spirotetronate Polyketidesmentioning

confidence: 99%

Spirotetronate Polyketides as Leads in Drug Discovery

Lacoske

Theodorakis

2014

J. Nat. Prod.

View full text Add to dashboard Cite

The discovery of chlorothricin (1) defined a new family of microbial metabolites with potent antitumor antibiotic properties collectively referred to as spirotetronate polyketides. These microbial metabolites are structurally distinguished by the presence of a spirotetronate motif embedded within a macrocyclic core. Glycosylation at the periphery of this core contributes to the structural complexity and bioactivity of this motif. The spirotetronate family displays impressive chemical structures, potent bioactivities, and significant pharmacological potential. This review groups the family members based on structural and biosynthetic considerations and summarizes synthetic and biological studies that aim to elucidate their mode of action and explore their pharmacological potential.

show abstract

Section: Biology Of Spirotetronate Polyketidesmentioning

confidence: 99%

Spirotetronate Polyketides as Leads in Drug Discovery

Lacoske

Theodorakis

2014

J. Nat. Prod.

View full text Add to dashboard Cite

show abstract

“…Versipelostatin, also derived from Streptomyces sp., also has a structure very similar to the lobophorins and has been reported to activate the UPR. 16,17 Although antimicrobial and antitumor activities have been reported for kijanimicin 18 and lobophorins, 13,19−23 herein we report the ability of lobophorins A, B, E, F, and CR1 (1−5) to activate the UPR and cell death in two human oral squamous cell carcinoma (OSCC) cell lines.…”

mentioning

confidence: 78%

Novel Lobophorins Inhibit Oral Cancer Cell Growth and Induce Atf4- and Chop-Dependent Cell Death in Murine Fibroblasts

Cruz

Fribley

Miller

et al. 2015

ACS Med. Chem. Lett.

View full text Add to dashboard Cite

As part of the International Cooperative Biodiversity Groups (ICBG) Program, we were interested in identifying biologically active unfolded protein response (UPR) inducing compounds from marine microorganisms isolated from Costa Rican biota. With this aim in mind we have now generated more than 33,000 unique prefractionated natural product extracts from marine and terrestrial organisms that have been submitted to the Center of Chemical Genomics (CCG) at the University of Michigan for high throughput screening (HTS). An effective complementary cell-based assay to identify novel modulators of UPR signaling was used for screening extracts. Active fractions were iteratively subjected to reverse-phase HPLC chromatographic analysis, and together with lobophorin A, B, E, and F (1−4), three new lobophorin congeners, designated as CR1 (5), CR2 (6), and CR3 (7) were isolated. Herein, we report that secondary assays revealed that the new lobophorins induced UPR-associated gene expression, inhibited oral squamous cell carcinoma cell growth, and led to UPRdependent cell death in murine embryonic fibroblast (MEF) cells.

show abstract

“…Unfortunately, the limited cultivability of these lobophorins prevented the evaluation of lobophorins CR2 and CR3 [96]. Lobophorin B ( 58 ) is nearly identical to kijanimicin ( 59 ) [60,98], lacking an additional glycosylation at the B-sugar. Lobophorins CR2 and CR3 ( 60 , 61 ) appear to be allylic oxidation products of 58 , suggesting a biosynthetic relationship that merits further exploration.…”

Section: Class II Marine Spirotetronatesmentioning

confidence: 99%

Marine Spirotetronates: Biosynthetic Edifices That Inspire Drug Discovery

Braddock

Theodorakis

2019

Marine Drugs

View full text Add to dashboard Cite

Spirotetronates are actinomyces-derived polyketides that possess complex structures and exhibit potent and unexplored bioactivities. Due to their anticancer and antimicrobial properties, they have potential as drug hits and deserve further study. In particular, abyssomicin C and tetrocarcin A have shown significant promise against antibiotic-resistant S. aureus and tuberculosis, as well as for the treatment of various lymphomas and solid tumors. Improved synthetic routes to these compounds, particularly the class II spirotetronates, are needed to access sufficient quantities for structure optimization and clinical applications.

show abstract

Antitumor activity of kijanimicin.

Abstract: Kijanimicin is a novel tetronic acid structure.

Cited by 22 publications

References 7 publications

Spirotetronate Polyketides as Leads in Drug Discovery

Spirotetronate Polyketides as Leads in Drug Discovery

Novel Lobophorins Inhibit Oral Cancer Cell Growth and Induce Atf4- and Chop-Dependent Cell Death in Murine Fibroblasts

Marine Spirotetronates: Biosynthetic Edifices That Inspire Drug Discovery

Contact Info

Product

Resources

About