Griseoviridin. Part I

Ames, D. E.; Bowman, R. E.; Cavalla, J. F.; Evans, D. D.

doi:10.1039/jr9550004260

Cited by 5 publications

(8 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…35 (6) C( 18) 739 ( 5) 7838 ( 4) 1589 (6) 40( 3) 29(3) 30 (3) 14( 5) 18( 5) 16( 5) C (19) -163 ( 6) 6932 ( 5) 1604 ( 6) 32( 3)…”

Section: (3)unclassified

“…12 (5) -17 (5) C( 21) 1475 (6) 5544( 4) 1962 (6) 52( 4) 28( 3) 31 (3) 19( 5) 17( 5) 10( 6) C (22) 2609( 6) 5461 ( 5) 1588( 6) 61 ( 4) 32 (3) 29 (3) 4(5) 7( 5) 3( 6) C( 23) 3794( 6) 5135( 5) 2491 ( 6) 50 (3) 31 (3) 38( 3) 0( 6) 5( 5) 7( 6)…”

Section: (3)unclassified

“…Hydrogen Atoms" Atom " Esd's in parentheses. 6 The coordinates were multiplied by 104 and the thermal parameters by 103. The thermal parameters are expressed as served.…”

Section: (3)mentioning

confidence: 99%

“…17 (6) -40 (6) 6 (6) C( 5) 3874 ( 7) 3029 ( 5) 8870 ( 7) 71 (5) 35 (3) 37 (3) 17 (6) -15(6) -7 (7) 0 (6) 3677( 4) 4146 (3) 8742( 4) 59 (3) 36 (2) 34 (2) 10( 4) 1 (4) 9(4) C( 7) 3203 (6) 4568 ( 5) 7482 (6) 39 (3) 46 (4) 30 (3) 7( 5)…”

unclassified

See 3 more Smart Citations

Structure of the antibiotic griseoviridin

Birnbaum¹,

Hall²

1976

J. Am. Chem. Soc.

View full text Add to dashboard Cite

The three-dimensional structure of griseoviridin methanolate, C22H2707N&CH3OH, was determined by x-ray crystallography. The substance crystallizes in the monoclinic space group 6' 21 and the unit cell dimensions are a = 10.559 ( I ) , b = 13.066 (3), and c = 9.433 (1) b;, @ = 99.00 (1)'. Intensity data were collected with a diffractometer and the structure was solved by a combination of Patterson superposition and tangent refinement techniques. Contrary to a previous proposal the structure contains an oxazole ring. The relative contributions of three canonical structures are assessed on the basis of bond lengths in that ring. It is estimated that the uncharged species contributes 80% to the structure while delocalizations of oxygen electrons to the ring nitrogen and to a conjugated amide oxygen account for an additional 10% each. The molecular structure is quite rigid and most atoms lie in one of four major planes. There are several short intramolecular contacts which give rise to some unusual bond angles and torsion angles

show abstract

“…35 (6) C( 18) 739 ( 5) 7838 ( 4) 1589 (6) 40( 3) 29(3) 30 (3) 14( 5) 18( 5) 16( 5) C (19) -163 ( 6) 6932 ( 5) 1604 ( 6) 32( 3)…”

Section: (3)unclassified

“…Hydrogen Atoms" Atom " Esd's in parentheses. 6 The coordinates were multiplied by 104 and the thermal parameters by 103. The thermal parameters are expressed as served.…”

Section: (3)mentioning

confidence: 99%

unclassified

See 2 more Smart Citations

Structure of the antibiotic griseoviridin

Birnbaum¹,

Hall²

1976

J. Am. Chem. Soc.

View full text Add to dashboard Cite

show abstract

“…OPMA1245 and OPMA1730. A thiopeptide identified as nosiheptide ( 1 ) [6] was isolated from the culture broth of the former strain, and two streptogramins identified as griseoviridin ( 2 ) [7] and etamycin (viridogrisein) ( 3 ) [8] were isolated from the culture broth of the latter strain (Figure 1). These compounds were previously isolated, but we found that they had anti-MAC activity and described the anti-mycobacterial activities and therapeutic effects in an in vivo mimic silkworm infection model.…”

Section: Introductionmentioning

confidence: 99%

Discovery of Nosiheptide, Griseoviridin, and Etamycin as Potent Anti-Mycobacterial Agents against Mycobacterium avium Complex

et al. 2019

View full text Add to dashboard Cite

Mycobacterium avium complex (MAC) is a serious disease mainly caused by M. avium and M. intracellulare. Although the incidence of MAC infection is increasing worldwide, only a few agents are clinically used, and their therapeutic effects are limited. Therefore, new anti-MAC agents are needed. Approximately 6600 microbial samples were screened for new anti-mycobacterial agents that inhibit the growth of both M. avium and M. intracellulare, and two culture broths derived from marine actinomycete strains OPMA1245 and OPMA1730 had strong activity. Nosiheptide (1) was isolated from the culture broth of OPMA1245, and griseoviridin (2) and etamycin (viridogrisein) (3) were isolated from the culture broth of OPMA1730. They had potent anti-mycobacterial activity against M. avium and M. intracellulare with minimum inhibitory concentrations (MICs) between 0.024 and 1.56 μg/mL. In addition, a combination of 2 and 3 markedly enhanced the anti-mycobacterial activity against both M. avium and M. intracellulare. Furthermore, a combination 2 and 3 had a therapeutic effect comparable to that of ethambutol in a silkworm infection assay with M. smegmatis.

show abstract

The Occurrence, Chemistry, and Toxicology of the Microbial Peptide-Lactones

Taylor¹

1970

Advances in Applied Microbiology

View full text Add to dashboard Cite

Griseoviridin. Part I

Cited by 5 publications

References 0 publications

Structure of the antibiotic griseoviridin

Structure of the antibiotic griseoviridin

Discovery of Nosiheptide, Griseoviridin, and Etamycin as Potent Anti-Mycobacterial Agents against Mycobacterium avium Complex

The Occurrence, Chemistry, and Toxicology of the Microbial Peptide-Lactones

Contact Info

Product

Resources

About