[11]-Chaetoglobosins from Pseudeurotium bakeri Induce G2/M Cell Cycle Arrest and Apoptosis in Human Cancer Cells
Duan, Fang-Fang; Liu, Lin; Gao, Ying; Peng, Xiao-Gang; Meng, Xiang-Gao; Ruan, Han-Li; Journal of Natural Products  (2021) –; doi:10.1021/acs.jnatprod.0c01335

data_1563747
_publ_section_title
;
 [11]-Chaetoglobosins from Pseudeurotium bakeri Induce G2/M Cell Cycle
 Arrest and Apoptosis in Human Cancer Cells
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.0c01335
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C30 H36 N2 O4), C H4 O, O'
_chemical_formula_sum            'C61 H76 N4 O10'
_chemical_formula_weight         1025.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.6320(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.8156(2)
_cell_length_b                   9.90460(10)
_cell_length_c                   17.1204(2)
_cell_measurement_reflns_used    19136
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.5590
_cell_measurement_theta_min      2.6420
_cell_volume                     2819.13(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w     36.00  61.00   0.50    1.50    --    0.00  74.00-135.00   50
  2  \w    -85.00  28.00   0.50    1.50    --    0.00 -74.00  95.00  226
  3  \w    101.00 183.00   0.50    5.00    --   94.60  74.00-135.00  164
  4  \w     58.00  85.00   0.50    5.00    --   94.60 -74.00  95.00   54
  5  \w    -27.00   1.00   0.50    1.50    --    0.00 -82.00-120.00   56
  6  \w    -14.00  15.00   0.50    1.50    --    0.00 -38.00   0.00   58
  7  \w    -32.00  30.00   0.50    1.50    --    0.00 -82.00  60.00  124
  8  \w    -32.00  29.00   0.50    1.50    --    0.00 -82.00-150.00  122
  9  \w    -89.00 -37.00   0.50    1.50    --    0.00 -38.00   0.00  104
 10  \w    158.00 184.00   0.50    5.00    --   94.60  61.00  90.00   52
 11  \w     72.00  97.00   0.50    5.00    --   94.60  61.00  90.00   50
 12  \w     71.00  96.00   0.50    5.00    --   94.60  61.00  60.00   50
 13  \w     78.00 103.00   0.50    5.00    --   94.60  45.00 120.00   50
 14  \w     14.00 116.00   0.50    5.00    --   94.60 -15.00  90.00  204
 15  \w     71.00 126.00   0.50    5.00    --   94.60  61.00 120.00  110
 16  \w    157.00 183.00   0.50    5.00    --   94.60  61.00 120.00   52
 17  \w    121.00 162.00   0.50    5.00    --   94.60  15.00  30.00   82
 18  \w     82.00 159.00   0.50    5.00    --   94.60  30.00 -30.00  154
 19  \w     76.00 102.00   0.50    5.00    --   94.60  45.00  90.00   52
 20  \w     85.00 183.00   0.50    5.00    --   94.60  15.00-180.00  196
 21  \w     90.00 123.00   0.50    5.00    --   94.60 -77.00   0.00   66
 22  \w    119.00 184.00   0.50    5.00    --   94.60  45.00  90.00  130
 23  \w     32.00 122.00   0.50    5.00    --   94.60 -77.00 -90.00  180
 24  \w     87.00 175.00   0.50    5.00    --   94.60  82.00-120.00  176
 25  \w    112.00 184.00   0.50    5.00    --   94.60  61.00  60.00  144
 26  \w    141.00 168.00   0.50    5.00    --   94.60  45.00 120.00   54
 27  \w      6.00  98.00   0.50    5.00    --   94.60 -30.00 -30.00  184
 28  \w    132.00 157.00   0.50    5.00    --   94.60  77.00 -90.00   50
 29  \w    155.00 180.00   0.50    5.00    --   94.60  77.00 120.00   50
 30  \w    115.00 151.00   0.50    5.00    --   94.60  82.00  30.00   72
 31  \w     80.00 116.00   0.50    5.00    --   94.60  77.00 120.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0384820000
_diffrn_orient_matrix_UB_12      0.0547111000
_diffrn_orient_matrix_UB_13      0.0698523000
_diffrn_orient_matrix_UB_21      -0.0749194000
_diffrn_orient_matrix_UB_22      -0.0878424000
_diffrn_orient_matrix_UB_23      -0.0257077000
_diffrn_orient_matrix_UB_31      0.0387363000
_diffrn_orient_matrix_UB_32      -0.1161604000
_diffrn_orient_matrix_UB_33      0.0522683000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0513
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33675
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.118
_diffrn_reflns_theta_min         2.610
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.657
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_description       plate
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 4205 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     698
_refine_ls_number_reflns         11073
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0467
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0759P)^2^+0.4570P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1267
_refine_ls_wR_factor_ref         0.1309
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.941
_reflns_number_gt                9958
_reflns_number_total             11073
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np0c01335_si_006.cif
_cod_data_source_block           20200728_pss-51
_cod_database_code               1563747
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.779
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O2S) \\sim Ueq, Uanis(O2T) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3. Others
 Sof(O2T)=1-FVAR(1)
 Sof(O2S)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C16(H16), C19(H19), C3A(H3A), C4A(H4A),
 C7A(H7A), C8A(H8A), C16A(H16A), C19A(H19A)
4.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C15(H15A,H15B), C20(H20A,H20B), C10A(H10C,H10D), C15A(H15C,
 H15D), C20A(H20C,H20D)
4.c Aromatic/amide H refined with riding coordinates:
 C1'(H1'), C4'(H4'), C5'(H5'), C6'(H6'), C7'(H7'), C13(H13), C14(H14),
 C17(H17), C18(H18), N1'(H1'A), N2(H2), C1"(H1"), C4"(H4"), C5"(H5"), C6"(H6"),
 C7"(H7"), C13A(H13A), C14A(H14A), C17A(H17A), C18A(H18A), N1"(H1"A), N006(H006)
4.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C11A(H11D,H11E,H11F), C12A(H12D,H12E,H12F), C22A(H22D,H22E,H22F),
 C23A(H23D,H23E,H23F), C1S(H1SA,H1SB,H1SC)
4.e Idealised tetrahedral OH refined as rotating group:
 O2(H2A), O2A(H2AA), O1S(H1S)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.734
_oxdiff_exptl_absorpt_empirical_full_min 0.630