Novel microbial metabolites of the phoslactomycins family induce production of colony-stimulating factors by bone marrow stromal cells. II. Isolation, physico-chemical properties and structure determination.
Leustroducsins (LSNs) A, B and C, novel inducers of colony-stimulating factors (CSFs), were isolated from culture broth of Streptomyces platensis SANK 60191 mainly by ethyl acetate extraction and preparative reverse-phase HPLC. The molecular weights and molecular formulae of LSNs A, B and C are 641: C32H52O10NP, 669: C34H56O10NP and 669: C34H56O10NP, respectively. The structure elucidation revealed that they belong to the phoslactomycin group antibiotics, and their structures contain an alpha,beta-unsaturated delta-lactone, an amino group, a phosphate ester and a cyclohexane ring moiety. The structures differ only at the substituent bound to the cyclohexane ring.
Kohama
T
T
Bioscience Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Nakamura
T
T
Kinoshita
T
T
Kaneko
I
I
Shiraishi
A
A
D001853:Bone Marrow / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D016179:Granulocyte Colony-Stimulating Factor / Q000096:biosynthesis; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D009943:Organophosphorus Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D011753:Pyrones; D013302:Streptomyces / Q000737:chemistry*
D007783:Lactones; D009943:Organophosphorus Compounds; D011753:Pyrones; D016179:Granulocyte Colony-Stimulating Factor; C084413:leustroducsin A; C084414:leustroducsin B; C084415:leustroducsin C