Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing
|Title:||Pseudoaglycones of LL-E33288 antibiotics|
|Abstract:||Degradation products, termed pseudaglycones, of LL-E33288, BBM-1675, FR-900405, FR-900406, PD 114759, PD 115028, CL-1577A, CL-1577B, CL-1577D, CL-1577E and CL-1724 antibiotics/antitumor agents are disclosed anad described.|
|Inventor(s):||Lee; May D.-M. (Monsey, NY)|
|Assignee:||American Cyanamid Company (Stamford, CT)|
|Filing Date:||Jan 30, 1987|
|Claims:||1. A process for preparing the pseudoaglycone of an antibiotic of the LL-E33288 complex or the BBM-1675 complex which comprises absorbing the antibiotic onto a column packed with a cation exchange resin in the hydrogen form, |
eluting the column with large quantities of methanol to produce the pseudoaglycone of the antibiotic,
removing the resulting pseudoaglycone product from the acidic environment and
isolating the pseudoaglycone by chromatographic purification.
2. The iodinated pseudoaglycone of LL-E33288, when prepared by the process of claim 1, having the following identifying characteristics:
(a) a molecular weight of 1050 (FAB-MS);
(b) a molecular formula: C.sub.40 H.sub.47 N.sub.2 O.sub.15 IS.sub.4 ;
(c) ultraviolet absorption spectra as shown in FIG. I;
(d) an infrared absorption spectrum as shown in FIG. II;
(e) a proton magnetic resonance spectrum as shown in FIG. III;
(f) a carbon-13 magnetic resonance spectrum as shown in FIG. IV, with significant peaks as follows:
(a') a molecular weight of 974 (FAB-MS);
(b') a molecular formula: C.sub.39 H.sub.47 N.sub.2 O.sub.15 IS.sub.4 ;
(c') ultraviolet absorption spectra as shown in FIG. V;
(d') an infrared absorption spectrum as shown in FIG. VI;
(e') a proton magnetic resonance spectrum as shown in FIG. VII;
(f') a carbon-13 magnetic resonance spectrum as shown in FIG. VIII, with significant peaks as follows:
(h) and which, when the product described in (g) is reacted with a methanolic solution of potassium carbonate followed by an excess of acetic anhydride produces a compound having the following physicochemical characteristics:
(a") ultraviolet absorption spectra as shown in FIG. IX;
(b") an infrared absorption spectrum as shown in FIG. X;
(c") a proton magnetic resonance spectrum as shown in FIG. XI;
(d") a molecular formula: C.sub.36 H.sub.40 NO.sub.13 IS.sub.2 ;
(e") and a chemical structure determined by x-ray crystallography to be as shown: ##STR8##
3. A compound pseudoaglycone of BBM-1675, when prepared by the process of claim 1.
4. A brominated pseudoaglycone of LL-E33288.
Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.