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US 3,978,210 AGranted
Antibiotic aculeacins
AssigneeToyo Jozo Kabushiki Kaisha
InventorsKimio Mizuno, Tetsuo Matsuda, Katsumi Asano, Akira Yagi, Masaki Takada, Tetsu Saito, Minoru Toriya, Shuzo Satoi, Kazuo Matsuura
Life of this patent
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Abstract
A family of antibiotics active against pathogenic yeasts and fungi comprises aculeacin-A, -B, -C, -D, -E, -F, and -G. These are produced from cultured broth of Aspergillus aculeatus FERM-P 2324.
Claims8
An antifungal antibiotic aculeacin selected from the group consisting of aculeacin-A, aculeacin-B, aculeacin-C, aculeacin-D, aculeacin-E, aculeacin-F and aculeacin-G, said aculeacins having substantially the following physico-chemical properties:
- Elementary analysis:
- ______________________________________ C% H% N% ______________________________________ Aculeacin-A 56.38 8.01 9.29 Aculeacin-B 60.52 8.54 9.46 Aculeacin-C 59.04 8.27 9.66 Aculeacin-D 57.95 8.02 8.83 Aculeacin-E 57.46 8.01 9.11 Aculeacin-F 54.81 7.59 9.04 Aculeacin-G 56.08 7.73 8.68 ______________________________________
- Molecular weight:
- ______________________________________ Rast Method:
- Amino acid analysis:* ______________________________________ Aculeacin-A 1021 (869) n Aculeacin-B 1145 - 1206 (540) n Aculeacin-C 1133 - 1199 (540) n Aculeacin-D 1209 - 1284 (555) n Aculeacin-E 1195 - 1270 (650) n Aculeacin-F 1227 - 1287 (565) n Aculeacin-G 1255 - 1330 (710) n ______________________________________ *Calculated from detected amount of threonine
- Molecular formula:
- ______________________________________ Aculeacin-B:
- C.sub.58.sub.-61 H.sub.96.sub.-104 N.sub.8 O.sub.15.sub.-16 1 Aculeacin-C:
- C.sub.56.sub.-59 H.sub.92.sub.-100 H.sub.8 O.sub.16.sub.-17 . Aculeacin-D:
- C.sub.58.sub.-62 H.sub.96.sub.-106 N.sub.8 O.sub.19.sub.-20 Aculeacin-E:
- C.sub.57.sub.-61 H.sub.94.sub.-104 N.sub.8 O.sub.19.sub.-20 Aculeacin-F:
- C.sub.56.sub.-59 H.sub.90.sub.-98 N.sub.8 O.sub.22.sub.-23 Aculeacin-G:
- C.sub.58.sub.-62 H.sub.94.sub.-106 N.sub.8 O.sub.22.sub.-23 ______________________________________
- Melting point:
- ______________________________________ Aculeacin-A:
- 164 - 167.degree.C. (fuse) Aculeacin-B:
- 148 - 151.degree.C. (fuse) Aculeacin-C:
- 164 - 168.degree.C. (fuse) Aculeacin-D:
- 159 - 162.degree.C. (fuse) Aculeacin-E:
- 186 - 191.degree.C. (fuse) Aculeacin-F:
- 163 - 167.degree.C. (fuse) Aculeacin-G:
- 166 - 170.degree.C. (fuse) ______________________________________
- Specific Rotation:
- [.alpha]sub.D.sup.24 (C=1.0 methanol)
- ______________________________________ Aculeacin-A*:
- -53.degree. Aculeacin-B:
- -45.degree. Aculeacin-C:
- -47.5.degree. Aculeacin-D:
- -46.degree. Aculeacin-E:
- 66.degree. Aculeacin-F:
- -55.degree. Aculeacin-G:
- -52.degree. ______________________________________ *Result of [.alpha]sub.D.sup.23 (C=0.53 methanol)
- Infrared absorption spectrum (KBr tablet):
- ______________________________________ Aculeacin-A:
- as shown in FIG. 5 in the accompanying drawings Aculeacin-B:
- as shown in FIG. 18 in the accompanying drawings Aculeacin-C:
- as shown in FIG. 19 in the accompanying drawings Aculeacin-D:
- as shown in FIG. 20 in the accompanying drawings Aculeacin-E:
- as shown in FIG. 21 in the accompanying drawings Aculeacin-F:
- as shown in FIG. 22 in the accompanying drawings Aculeacin-G:
- as shown in FIG. 23 in the accompanying drawings. ______________________________________
38 more elements
Dependencies are inferred from the claim text.