Z. Kristallogr. NCS 227 (2012) 145-148 / DOI 10.1524/ncrs.2012.0066
145
© by Oldenbourg Wissenschaftsverlag, München
Crystal structure of methanolsodium dianemycin — methanol (1:2),
Na(C47H77O14)(CH4O) , 2CH4O
Viktors Kumpi(&I, Sergey BelyakovII, %rika Bizd!naI and M"ris Turks*,I
I
II
Faculty of Material Science and Applied Chemistry, Riga Technical University, Riga, LV 1007, Latvia
Latvian Institute of Organic Synthesis, Riga, LV 1006, Latvia
Received August 30, 2011, accepted and available on-line February 21, 2012; CCDC no. 1267/3666
Abstract
C50H89NaO17, monoclinic, P21 (no. 4), a = 10.1377(2) Å,
b = 21.3450(3) Å, c = 13.2198(3) Å, ) = 106.5546(7)°,
V = 2742.1 Å3, Z = 2, Rgt(F) = 0.058, wRref(F2) = 0.166,
T = 193 K.
Source of material
The culture broth from fermentation of Streptomyces milbemycinius NRRL 5739 was centrifuged to separate mycelial cake
and supernatant. Bacterial cake (1.2 kg) was extracted with ethyl
acetate (2 " 1 L). Ethyl acetate was evaporated under reduced
pressure and the dark oily residue (200 g) was sequentially
diluted with methanol (300 mL) and water (300 mL). The
resulting mixture was extracted with n-octane (800 and 300 mL).
Octane extracts were partially evaporated to final volume 100120 mL of dark oily residue, which was diluted with hexane
(100 mL) and transferred to silica gel column (600 mL silica gel
volume). The column was eluted in gradient mode with 0-50 %
acetone in hexane. Fractions (40-60 mL) were collected and analyzed by HPLC column "Phenomenex Kinetex" C18 (2.6 -m, 100
" 4,6 mm; DAD detection at 240 and 205 nm; eluent gradient system: 65 % MeCN/water % 95% MeCN/water in 10 min, then
95 % MeCN/water for 5 min, 35 °C; flow rate 1 mL/min). The last
fractions contained dianemycin with tR = 9.9 min (broad peak).
After evaporation of solvent, dianemycin of technical quality
(13 g) was obtained as a white solid waxy substance. It was
recrystallized from methanol to obtain colorless crystals of
_____________
* Correspondence author (e-mail: [email protected])
methanolsodium dianemycin — methanol (1:2) (10 g). NMR and
elemental analysis were performed on dried sample which does
not contain solvated methanol (m.p. 218-220 °C).
Elemental analysis — found: C, 63.54 %; H, 8.68 %; calculated
for: C47H77NaO14: C, 63.49 %; H, 8.73 %.
1
H and 13C-NMR data are available in the CIF file.
Experimental details
Hydrogen atoms were located by difference Fourier map and also
placed in calculated positions. Hydrogen atoms were refined
using the riding model. The value of Flack's parameter x is 0.1(5).
However, for absolute structure determination it is not sufficient
due to the weak anomalous dispersion of the atoms in this compound. Therefore, the absolute structure can only be determined
by using known chiral centers in the molecule.
Discussion
Microorganisms such as bacteria, fungi, and algae produce a
plethora of polyketide natural products. Most of these secondary
metabolites are biosynthesized in order to protect the producing
organism from other species present in the environment. As a
consequence, many polyketide natural products possess a broad
spectrum of biological activities directed against other bacteria,
fungi, nematodes, etc. Thus, a strain of Streptomyces milbemycinius NRRL 5739 is known for production of several antibacterial and antiparasitic substances or their precursors. During the
project directed towards biosynthesis of milbemycins from
Streptomyces milbemycinius, we have unexpectedly isolated and
re-characterized a natural product Dianemycin. The latter has
Unauthenticated
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146
Na(C47H77O14)(CH4O) , 2CH4O
been known since the 1970s; however, its X-ray studies were not
based on crystals with excellent quality [1]. We succeeded to
crystallize the aforementioned natural product in the form of its
methanol solvate. Dianemycin belongs to the class of carboxyl
ionophores that complex the first row metal cations and therefore
affect the transport of these latter in mitochondria [2]. This property results in outstanding activity against chloroquine-resistant
forms of malaria. Other applications include treatment of
colchicine resistant carcinomas. On the other hand, its excellent
anti-inflammatory activity comparable with that of prednisolone
has been documented [3]. The crystal structure of rubidium isodianemycin methanol solvate with R = 0.059 was determined in
1989 [4].
The absolute structure of the title compound was determined
using known chiral centers. The C—C and C—O bond lengths
and valence angles are near to standard values and correspond to
values in [4]. The peculiarity of the present structure is sevencoordinated sodium cation. The lengths of the coordination bonds
of Na—O are the following: d(Na1—O1) = 2.327(2) Å,
d(Na1—O7) = 2.793(3) Å, d(Na1—O13) = 2.658(2) Å,
d(Na1—O19) = 2.327(3) Å, d(Na1—O36) = 2.439(2) Å,
d(Na1—O46) = 2.493(3) Å. One methanol molecule also forms a
coordination bond. The bond length d(Na1—O1M) = 2.298(3) Å
indicates that this bond is strong enough. In the crystal structure,
there is a considerable system of hydrogen bonds. The strongest
hydrogen bond lengths are the following: d(O19–H,,,O60) =
2.656(4) Å, d(O20–H,,,O61) = 2.671(4) Å, d(O2M–H,,,O61) =
2.732(5) Å, d(O1M–H,,,O20) = 2.818(4) Å, d(O3M–H,,,O2M) =
2.846(9) Å, d(O46–H,,,O60) = 2.931(4) Å. The crystallographic
position for all acceptor atoms in the H bonds is x,y,z.
Table 1. Data collection and handling.
Crystal:
Wavelength:
-:
Diffractometer, scan mode:
2+max:
N(hkl)measured, N(hkl)unique:
Criterion for Iobs, N(hkl)gt:
N(param)refined:
Programs:
colorless prism, size 0.31 " 0.24 " 0.19 mm
Mo K* radiation (0.71073 Å)
0.95 cm&1
Bruker-Nonius Kappa CCD, #$&
60.0°
14045, 7809
Iobs > 2 ((Iobs), 6575
613
Otwinowski-Minor [5], SHELXS-97 [6],
ORTEP [7],
Table 2. Atomic coordinates and displacement parameters (in Å2).
Atom
Site
x
H(19)
H(20)
H(46)
H(3)
H(4)
H(5A)
H(5B)
H(6)
H(8)
H(9A)
H(9B)
H(10)
H(11A)
H(11B)
H(11C)
H(12)
H(15)
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
0.0734
0.3217
0.0662
0.4639
0.2758
0.1004
0.0552
0.1075
0.5943
0.4893
0.3425
0.3419
0.5740
0.6172
0.5368
0.5249
0.3040
y
0.1255
0.1733
0.0119
&0.0878
&0.1553
&0.0994
&0.1031
&0.0011
0.0773
0.1230
0.1185
0.0294
0.0293
0.0094
&0.0376
0.1141
0.2630
z
Uiso
0.5738
0.5764
0.5162
1.0011
0.9975
0.8645
0.9683
1.0085
0.9637
1.0732
0.9925
1.0956
1.1966
1.0963
1.1480
0.7968
0.7991
0.041
0.037
0.037
0.036
0.035
0.037
0.037
0.033
0.032
0.036
0.036
0.034
0.045
0.045
0.045
0.030
0.038
Table 2. Continued.
Atom
Site
H(16A)
H(16B)
H(17)
H(18A)
H(18B)
H(21A)
H(21B)
H(21C)
H(22A)
H(22B)
H(22C)
H(23A)
H(23B)
H(23C)
H(25)
H(27)
H(28)
H(29A)
H(29B)
H(30A)
H(30B)
H(31A)
H(31B)
H(31C)
H(33A)
H(33B)
H(33C)
H(35A)
H(35B)
H(35C)
H(38A)
H(38B)
H(39A)
H(39B)
H(41)
H(42)
H(43)
H(44A)
H(44B)
H(45A)
H(45B)
H(45C)
H(47)
H(48A)
H(48B)
H(48C)
H(49)
H(51A)
H(51B)
H(51C)
H(54)
H(55A)
H(55B)
H(55C)
H(56A)
H(56B)
H(57)
H(58A)
H(58B)
H(58C)
H(1M)
H(2M)
H(1MA)
H(1MB)
H(1MC)
H(2MA)
H(2MB)
H(2MC)
H(3M)
H(3MA)
H(3MB)
H(3MC)
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
x
y
0.5365
0.5511
0.4941
0.1118
0.1041
0.2253
0.3686
0.3554
0.7178
0.7340
0.7365
0.4407
0.2819
0.3856
0.2222
0.0139
0.1046
0.2539
0.3068
0.4123
0.3375
&0.1635
&0.1552
&0.0966
0.0316
0.1007
0.1784
&0.0198
&0.0992
0.0621
&0.2970
&0.1589
&0.2243
&0.1372
&0.1140
&0.1628
&0.0770
&0.0292
&0.1859
&0.3130
&0.3932
&0.3604
&0.4038
&0.3701
&0.2142
&0.3281
&0.1735
&0.5456
&0.5452
&0.5212
&0.0979
&0.0152
&0.1453
&0.1580
&0.1299
&0.1241
0.1003
0.0736
0.0780
0.2099
0.3693
0.2389
0.4655
0.3080
0.3994
0.4280
0.4305
0.4866
0.2215
0.3355
0.2352
0.1951
0.2845
0.2351
0.2039
0.2124
0.1970
0.2996
0.2856
0.3378
0.1571
0.2283
0.1779
&0.0815
&0.0926
&0.1458
&0.1651
&0.1709
&0.0913
&0.1989
&0.1482
&0.1377
&0.0761
&0.1193
&0.0979
&0.0547
&0.2078
&0.1416
&0.2005
0.0954
0.1029
0.1024
&0.0655
&0.1027
0.0141
&0.0392
0.0632
0.0275
&0.0755
&0.1005
&0.1045
&0.0540
0.0047
&0.0512
0.0828
0.1800
0.1647
0.1244
0.1432
0.1624
0.1634
0.1002
0.2021
0.2631
0.2946
0.2586
0.1409
0.1048
0.1720
0.0763
0.0408
0.0748
0.0719
0.2565
0.0090
&0.0049
&0.0489
0.3004
0.3427
0.2740
0.3015
0.2449
0.2715
0.2112
z
0.8400
0.7560
0.9486
0.6161
0.7302
0.6330
0.6148
0.6949
0.9929
0.9699
0.8841
0.8213
0.7976
0.8499
1.1478
1.1938
1.3641
1.3393
1.4274
1.2878
1.3053
1.2388
1.1274
1.2259
1.5231
1.5322
1.5074
0.9481
0.8282
0.8644
0.7579
0.8004
0.8726
0.9423
0.5986
0.4230
0.4759
0.6567
0.5950
0.3659
0.3885
0.4688
0.4995
0.5953
0.6473
0.6756
0.4649
0.2495
0.3681
0.3154
0.3661
0.2506
0.2704
0.1647
0.1717
0.2762
0.2429
0.1529
0.2576
0.2460
0.6277
0.3567
0.5408
0.4937
0.5807
0.4628
0.3664
0.3737
0.1799
0.0979
&0.0063
0.0459
Unauthenticated
Download Date | 6/18/17 6:30 AM
Uiso
0.036
0.036
0.037
0.040
0.040
0.055
0.055
0.055
0.049
0.049
0.049
0.046
0.046
0.046
0.034
0.042
0.037
0.040
0.040
0.039
0.039
0.074
0.074
0.074
0.050
0.050
0.050
0.049
0.049
0.049
0.047
0.047
0.049
0.049
0.030
0.033
0.034
0.037
0.037
0.042
0.042
0.042
0.035
0.047
0.047
0.047
0.034
0.046
0.046
0.046
0.037
0.048
0.048
0.048
0.039
0.039
0.042
0.063
0.063
0.063
0.052
0.079
0.069
0.069
0.069
0.096
0.096
0.096
0.170
0.298
0.298
0.298
Na(C47H77O14)(CH4O) , 2CH4O
147
Table 3. Atomic coordinates and displacement parameters (in Å2).
Atom
Site
Na(1)
O(1)
O(7)
O(13)
O(19)
O(20)
O(24)
O(26)
O(32)
O(36)
O(40)
O(46)
O(53)
O(60)
O(61)
C(2)
C(3)
C(4)
C(5)
C(6)
C(8)
C(9)
C(10)
C(11)
C(12)
C(14)
C(15)
C(16)
C(17)
C(18)
C(21)
C(22)
C(23)
C(25)
C(27)
C(28)
C(29)
C(30)
C(31)
C(33)
C(34)
C(35)
C(37)
C(38)
C(39)
C(41)
C(42)
C(43)
C(44)
C(45)
C(47)
C(48)
C(49)
C(50)
C(51)
C(52)
C(54)
C(55)
C(56)
C(57)
C(58)
C(59)
O(1M)
O(2M)
C(1M)
C(2M)
O(3M)
C(3M)
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
2a
x
0.1936(1)
0.2205(2)
0.4354(2)
0.3300(2)
0.0863(2)
0.3562(2)
0.2994(2)
0.1048(2)
0.0303(3)
&0.0196(2)
&0.2432(2)
0.0538(2)
&0.3790(3)
0.0899(3)
0.2079(3)
0.3608(3)
0.3759(4)
0.2655(3)
0.1207(3)
0.1121(3)
0.4932(3)
0.4282(4)
0.4114(3)
0.5475(4)
0.4746(3)
0.2965(3)
0.3517(3)
0.5058(3)
0.5410(3)
0.1394(3)
0.3227(4)
0.6968(4)
0.3705(4)
0.2352(3)
0.0285(3)
0.1089(4)
0.2556(4)
0.3246(3)
&0.1091(4)
0.0899(4)
&0.0204(3)
&0.0191(4)
&0.1439(3)
&0.1988(4)
&0.1532(4)
&0.2029(3)
&0.1912(3)
&0.0812(3)
&0.1096(3)
&0.3270(4)
&0.3072(3)
&0.3045(4)
&0.2683(3)
&0.3518(3)
&0.5049(3)
&0.2982(3)
&0.1438(3)
&0.1127(4)
&0.0904(3)
0.0671(4)
0.1114(5)
0.1264(3)
0.3555(3)
0.2858(4)
0.3845(5)
0.4184(6)
0.169(1)
0.241(2)
y
0.03423(6)
0.0127(1)
0.0226(1)
0.1390(1)
0.1237(1)
0.1624(1)
&0.0890(1)
&0.0946(1)
&0.1706(1)
&0.0009(1)
0.0137(1)
&0.0176(1)
0.2135(2)
0.0951(1)
0.1814(1)
&0.0044(1)
&0.0760(1)
&0.1068(1)
&0.0855(2)
&0.0144(1)
0.0822(1)
0.0970(2)
0.0308(2)
0.0057(2)
0.1316(1)
0.1836(1)
0.2488(1)
0.2445(1)
0.1938(2)
0.1834(2)
0.2975(2)
0.1890(2)
&0.1013(2)
&0.1224(1)
&0.1290(2)
&0.1313(2)
&0.1549(2)
&0.1191(2)
&0.0973(3)
&0.1811(2)
0.0142(2)
0.0853(2)
&0.0313(2)
&0.0618(2)
&0.0164(2)
0.0482(1)
0.0040(1)
&0.0448(2)
&0.0766(2)
&0.0270(2)
0.1016(2)
0.1470(2)
0.1370(2)
0.1563(2)
0.1446(2)
0.1920(2)
0.1992(2)
0.2595(2)
0.1405(2)
0.1366(2)
0.0765(2)
0.1374(2)
0.0304(1)
0.2795(2)
&0.0065(2)
0.3008(3)
0.2870(4)
0.251(1)
z
U11
U22
U33
0.7253(1)
0.9026(2)
0.8908(2)
0.7975(2)
0.6394(2)
0.6348(2)
1.1076(2)
1.1637(2)
1.3874(2)
0.7578(2)
0.6474(2)
0.5606(2)
0.1949(2)
0.4447(2)
0.4350(2)
0.9557(2)
0.9551(2)
0.9978(2)
0.9363(2)
0.9385(2)
0.9335(2)
1.0212(2)
1.0615(2)
1.1322(3)
0.8472(2)
0.7135(2)
0.7540(3)
0.8088(3)
0.8942(3)
0.6737(3)
0.6661(4)
0.9395(3)
0.8458(3)
1.1710(2)
1.2212(3)
1.3388(3)
1.3550(3)
1.2832(2)
1.2017(4)
1.4962(3)
0.8649(2)
0.8774(3)
0.7002(2)
0.7840(3)
0.8773(3)
0.5674(2)
0.4793(2)
0.5267(2)
0.6221(3)
0.4200(3)
0.5298(2)
0.6204(3)
0.4437(2)
0.3513(3)
0.3180(3)
0.2738(2)
0.2907(3)
0.2391(3)
0.2469(2)
0.2734(3)
0.2282(4)
0.3932(2)
0.6340(2)
0.3323(3)
0.5563(4)
0.3884(6)
0.1098(7)
0.059(1)
0.0337(6)
0.030(1)
0.037(1)
0.028(1)
0.033(1)
0.030(1)
0.036(1)
0.030(1)
0.044(1)
0.027(1)
0.026(1)
0.028(1)
0.043(2)
0.050(2)
0.043(1)
0.030(1)
0.038(2)
0.034(2)
0.037(2)
0.029(1)
0.029(1)
0.041(2)
0.035(2)
0.036(2)
0.025(1)
0.028(1)
0.028(2)
0.031(2)
0.035(2)
0.027(1)
0.033(2)
0.041(2)
0.055(2)
0.031(2)
0.030(2)
0.037(2)
0.037(2)
0.029(1)
0.032(2)
0.053(2)
0.033(2)
0.048(2)
0.025(1)
0.030(2)
0.031(2)
0.023(1)
0.031(1)
0.031(2)
0.031(2)
0.035(2)
0.028(1)
0.040(2)
0.029(1)
0.033(2)
0.031(2)
0.037(2)
0.035(2)
0.044(2)
0.036(2)
0.036(2)
0.053(2)
0.030(1)
0.053(2)
0.068(2)
0.048(2)
0.070(4)
0.207(9)
0.38(3)
0.0345(6)
0.027(1)
0.024(1)
0.026(1)
0.035(1)
0.037(1)
0.030(1)
0.039(1)
0.043(1)
0.040(1)
0.037(1)
0.033(1)
0.057(2)
0.042(1)
0.046(1)
0.026(1)
0.025(1)
0.025(1)
0.029(1)
0.029(1)
0.026(1)
0.027(1)
0.029(1)
0.040(2)
0.025(1)
0.025(1)
0.025(1)
0.026(1)
0.028(1)
0.033(2)
0.032(2)
0.036(2)
0.030(2)
0.027(1)
0.044(2)
0.028(1)
0.037(2)
0.044(2)
0.100(4)
0.043(2)
0.041(2)
0.046(2)
0.033(1)
0.054(2)
0.064(2)
0.029(1)
0.030(1)
0.028(1)
0.029(1)
0.037(2)
0.032(2)
0.042(2)
0.028(1)
0.028(1)
0.043(2)
0.028(1)
0.031(2)
0.037(2)
0.033(2)
0.042(2)
0.060(3)
0.038(2)
0.038(1)
0.050(2)
0.061(3)
0.051(3)
0.116(5)
0.26(2)
0.0255(6)
0.023(1)
0.024(1)
0.024(1)
0.033(1)
0.025(1)
0.026(1)
0.033(1)
0.031(1)
0.0200(9)
0.024(1)
0.033(1)
0.038(1)
0.034(1)
0.029(1)
0.019(1)
0.029(1)
0.027(1)
0.027(1)
0.024(1)
0.022(1)
0.020(1)
0.020(1)
0.030(2)
0.024(1)
0.030(1)
0.041(2)
0.034(2)
0.028(1)
0.040(2)
0.069(3)
0.036(2)
0.038(2)
0.027(1)
0.031(2)
0.030(2)
0.025(1)
0.025(1)
0.055(3)
0.034(2)
0.021(1)
0.028(2)
0.029(1)
0.036(2)
0.031(2)
0.025(1)
0.023(1)
0.029(1)
0.032(2)
0.029(2)
0.029(1)
0.037(2)
0.028(1)
0.030(2)
0.038(2)
0.027(2)
0.025(1)
0.038(2)
0.024(1)
0.026(1)
0.045(2)
0.027(1)
0.047(2)
0.090(3)
0.072(3)
0.136(6)
0.123(5)
0.14(1)
U12
&0.0010(5)
0.0015(8)
&0.0022(8)
&0.0009(8)
&0.0066(9)
0.0033(9)
&0.0008(9)
0.0085(9)
&0.007(1)
&0.0017(9)
0.0003(8)
&0.0001(9)
0.004(1)
&0.011(1)
&0.009(1)
0.004(1)
0.003(1)
0.002(1)
&0.003(1)
0.003(1)
&0.000(1)
&0.001(1)
0.001(1)
0.001(1)
&0.002(1)
0.001(1)
&0.001(1)
&0.005(1)
&0.004(1)
&0.002(1)
&0.001(1)
&0.008(2)
&0.004(1)
0.005(1)
0.000(1)
0.002(1)
0.010(1)
0.006(1)
0.015(2)
0.004(2)
0.006(1)
0.016(2)
&0.002(1)
&0.004(2)
0.006(2)
&0.001(1)
&0.002(1)
0.001(1)
&0.002(1)
&0.002(1)
0.002(1)
0.011(2)
0.002(1)
0.006(1)
0.007(1)
0.004(1)
0.001(1)
&0.002(2)
0.002(1)
0.002(1)
0.011(2)
0.001(1)
&0.007(1)
0.004(2)
&0.009(2)
&0.003(2)
0.036(5)
0.16(2)
U13
0.0089(5)
0.0049(8)
0.0116(8)
0.0051(8)
0.0055(9)
0.0076(8)
0.0118(9)
0.0106(9)
0.013(1)
0.0074(8)
0.0086(8)
0.0107(9)
&0.000(1)
0.005(1)
0.003(1)
0.007(1)
0.014(1)
0.009(1)
0.009(1)
0.007(1)
0.004(1)
0.006(1)
0.007(1)
&0.001(1)
0.006(1)
0.010(1)
0.010(1)
0.007(1)
0.007(1)
0.008(1)
0.010(2)
&0.005(1)
0.025(2)
0.009(1)
0.008(1)
0.015(1)
0.008(1)
0.008(1)
0.016(2)
0.019(2)
0.010(1)
0.009(1)
0.007(1)
0.011(1)
0.012(1)
0.008(1)
0.009(1)
0.011(1)
0.007(1)
0.004(1)
0.007(1)
0.012(1)
0.007(1)
0.007(1)
0.005(1)
0.003(1)
0.005(1)
0.008(2)
0.003(1)
0.007(1)
0.014(2)
0.007(1)
0.027(1)
0.036(2)
0.032(2)
0.055(4)
0.082(6)
0.14(2)
U23
0.0031(5)
0.0017(8)
&0.0016(8)
0.0025(8)
0.0051(9)
0.0057(8)
0.0029(8)
0.0147(9)
0.007(1)
0.0010(8)
0.0034(8)
0.0005(9)
0.013(1)
0.007(1)
0.005(1)
0.002(1)
0.003(1)
0.003(1)
0.002(1)
0.003(1)
0.000(1)
&0.001(1)
0.001(1)
0.005(1)
&0.002(1)
0.004(1)
0.002(1)
0.000(1)
&0.002(1)
0.005(1)
0.016(2)
0.003(1)
&0.006(1)
0.007(1)
0.012(1)
0.005(1)
0.008(1)
0.006(1)
0.035(3)
0.009(1)
0.003(1)
0.001(1)
0.005(1)
0.011(2)
0.006(2)
0.000(1)
&0.002(1)
&0.001(1)
0.003(1)
&0.006(1)
&0.001(1)
&0.005(1)
0.000(1)
&0.003(1)
&0.000(1)
&0.001(1)
0.000(1)
0.005(1)
&0.003(1)
0.001(1)
&0.012(2)
0.003(1)
&0.007(1)
0.023(2)
&0.023(2)
0.004(3)
&0.010(4)
0.02(1)
Unauthenticated
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148
Na(C47H77O14)(CH4O) , 2CH4O
Acknowledgment. This work was supported by ERS Fund project
2010/0278/2DP/2.1.1.1.0/10/APIA/VIAA/045.
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(2009) 109-146.
3. Lee, S. J.; Kim, H. P.; Park, B. K.; Ahn, S. C.; Lee, H. S.; Ahn, J. S.: Topical anti-inflammatory activity of dianemycin isolated from Streptomyces
sp. MT 2705-4. Arch. Pharmacol. Res. 20 (1997) 372-374.
4. Hauske, J. R.; Kostek, G.: Structure Elucidation of a New Polyether Antibiotic iso-Dianemycin. J. Org. Chem. 54 (1989) 3500-3504.
5. Otwinowski, Z.; Minor, W.: Processing of X-ray Diffraction Data Collected in Oscillation Mode. In: Methods in Enzymology (Eds. C. W.
Carter, Jr.; R. M. Sweet), vol. 276, pp. 307-326, Academic Press, New
York 1997.
6. Sheldrick, G. M.: A short history of SHELX. Acta Crystallogr. A64
(2008) 112-122.
7. Farrugia, L. J.: ORTEP-3 for Windows - a version of ORTEP-III with a
Graphical User Interface (GUI) J. Appl. Crystallogr. 30 (1997) 565.
Unauthenticated
Download Date | 6/18/17 6:30 AM